TY - JOUR A1 - Derese, Solomon A1 - Barasa, Leonard A1 - Akala, Hoseah M. A1 - Yusuf, Amir O. A1 - Kamau, Edwin A1 - Heydenreich, Matthias A1 - Yenesew, Abiy T1 - 4 '-Prenyloxyderrone from the stem bark of Millettia oblata ssp teitensis and the antiplasmodial activities of isoflavones from some Millettia species JF - Phytochemistry letters N2 - The CH2Cl2/MeOH (1: 1) extract of the stem bark of Millettia oblata ssp. teitensis showed antiplasmodial activity (IC50 = 10-12 mu g/mL) against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) strains of Plasmodium falciparum. Chromatographic separation of the extract led to the isolation of a new isoflavone, 4'-prenyloxyderrone (1), together with known isoflavones (8-O-methylretusin, durmillone, maximaisoflavone B, maximaisoflavone H and maximaisoflavone J), a rotenoid (tephrosin) and a triterpene (lupeol). Similar investigation of Millettia leucantha resulted in the identification of the isoflavones afrormosin and wistin, and the flavone chrysin. The identification of these compounds was based on their spectroscopic data. Five of the isoflavones isolated from these plants as well as 11 previously reported compounds from Millettia dura were tested and showed good to moderate antiplasmodial activities (IC50 = 13-53 mu M), with the new compound, 4'-prenyloxyderrone, being the most active (IC50 = 13-15 mu M). KW - Millettia oblata ssp teitensis KW - Millettia leucantha KW - Millettia dura; Y1 - 2014 U6 - https://doi.org/10.1016/j.phytol.2014.02.001 SN - 1874-3900 SN - 1876-7486 VL - 8 SP - 69 EP - 72 PB - Elsevier CY - Amsterdam ER - TY - JOUR A1 - Muiva-Mutisya, Lois A1 - Macharia, Bernard A1 - Heydenreich, Matthias A1 - Koch, Andreas A1 - Akala, Hoseah M. A1 - Derese, Solomon A1 - Omosa, Leonidah K. A1 - Yusuf, Amir O. A1 - Kamau, Edwin A1 - Yenesew, Abiy T1 - 6 alpha-Hydroxy-alpha-toxicarol and (+)-tephrodin with antiplasmodial activities from Tephrosia species JF - Phytochemistry letters N2 - The CH2Cl2/MeOH (1: 1) extract of the roots of Tephrosia villosa showed good antiplasmodial activity against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) strains of Plasmodium falciparum with IC50 values of 3.1 +/- 0.4 and 1.3 +/- 0.3 mu g/mL, respectively. Chromatographic separation of the extract yielded a new rotenoid, 6 alpha-hydroxy-alpha-toxicarol, along with five known rotenoids, (rotenone, deguelin, sumatrol, 12 alpha-hydroxy-alpha-toxicarol and villosinol). Similar treatment of the extract of the stem of Tephrosia purpurea (IC50 = 4.1 +/- 0.4 and 1.9 +/- 0.2 mu g/mL against D6 and W2 strains of P. falciparum, respectively) yielded a new flavone having a unique substituent at C-7/C-8 [trivial name (+)-tephrodin], along with the known flavonoids tachrosin, obovatin methyl ether and derrone. The relative configuration and the most stable conformation in (+)-tephrodin was determined by NMR and theoretical energy calculations. The rotenoids and flavones tested showed good to moderate antiplasmodial activities (IC50 = 9 +/- 23 mu M). Whereas the cytotoxicity of rotenoids is known, the flavones (+)-tephrodin and tachrosin did not show significant cytotoxicity (IC50 > 100 mu M;) against mammalian African monkey kidney (vero) and human larynx carcinoma (HEp2) cell lines. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved. KW - Tephrosia villosa KW - Tephrosia purpurea KW - 6 alpha-Hydroxy-alpha-toxicarol KW - (+)-Tephrodin KW - Plasmodium falciparum Y1 - 2014 U6 - https://doi.org/10.1016/j.phytol.2014.09.002 SN - 1874-3900 SN - 1876-7486 VL - 10 SP - 179 EP - 183 PB - Elsevier CY - Amsterdam ER - TY - JOUR A1 - Yenesew, Abiy A1 - Mushibe, E. K. A1 - Induli, M. A1 - Derese, Solomon A1 - Midiwo, Jacob O. A1 - Kabaru, Jacques M. A1 - Heydenreich, Matthias A1 - Koch, Andreas A1 - Peter, Martin G. T1 - 7a-O-methyldeguelol, a modified rotenoid with an open ring-C, from the roots of Derris trifoloata N2 - From the acetone extract of the roots of Derris trifoliata an isollavonoid derivative, named 7a-O- methyldeguelol, a modified rotenoid with an open ring-C, representing a new sub-class of isollavonoids (the sub-class is here named as rotenoloid), was isolated and characterised. In addition, the known rotenoids, rotenone, deguelin and alpha-toxicarol, were identified. The structures were determined on the basis of spectroscopic evidence. Rotenone and deguelin were identified as the larvicidal principles of the acetone extract of the roots of Derris trifoliata. (c) 2005 Elsevier Ltd. All rights reserved Y1 - 2005 SN - 0031-9422 ER - TY - JOUR A1 - Buyinza, Daniel A1 - Derese, Solomon A1 - Ndakala, Albert A1 - Heydenreich, Matthias A1 - Yenesew, Abiy A1 - Koch, Andreas A1 - Oriko, Richard T1 - A coumestan and a coumaronochromone from Millettia lasiantha JF - Biochemical systematics and ecology N2 - The manuscript describes the phytochemical investigation of the roots, leaves and stem bark of Millettia lasiantha resulting in the isolation of twelve compounds including two new isomeric isoflavones lascoumestan and las-coumaronochromone. The structures of the new compounds were determined using different spectroscopic techniques. KW - Millettia lasiantha KW - Leguminosae KW - Coumestan KW - Coumaronochromone Y1 - 2021 U6 - https://doi.org/10.1016/j.bse.2021.104277 SN - 0305-1978 SN - 1873-2925 VL - 97 PB - Elsevier CY - Oxford ER - TY - JOUR A1 - Akampurira, Denis A1 - Akala, Hoseah M. A1 - Derese, Solomon A1 - Heydenreich, Matthias A1 - Yenesew, Abiy T1 - A new C-C linked benzophenathridine-2-quinoline dimer, and the antiplasmodial activity of alkaloids from Zanthoxylum holstzianum JF - Natural product research N2 - The CH2Cl2/MeOH (1:1) extract of Zanthoxylum holstzianum stem bark showed good antiplasmodial activity (IC50 2.5 +/- 0.3 and 2.6 +/- 0.3 mu g/mL against the W2 and D6 strains of Plasmodium falciparum, respectively). From the extract five benzophenanthridine alkaloids [8-acetonyldihydrochelerythrine (1), nitidine (2), dihydrochelerythine (3), norchelerythrine (5), arnottianamide (8)]; a 2-quinolone alkaloid [N-methylflindersine (4)]; a lignan [4,4 '-dihydroxy-3,3 '-dimethoxylignan-9,9 '-diyl diacetate (7)] and a dimer of a benzophenanthridine and 2-quinoline [holstzianoquinoline (6)] were isolated. The CH2Cl2/MeOH (1:1) extract of the root bark afforded 1, 3-6, 8, chelerythridimerine (9) and 9-demethyloxychelerythrine (10). Holstzianoquinoline (6) is new, and is the second dimer linked by a C-C bond of a benzophenanthridine and a 2-quinoline reported thus far. The compounds were identified based on spectroscopic evidence. Amongst five compounds (1-5) tested against two strains of P. falciparum, nitidine (IC50 0.11 +/- 0.01 mu g/mL against W2 and D6 strains) and norchelerythrine (IC50 value of 0.15 +/- 0.01 mu g/mL against D6 strain) were the most active. KW - Antiplasmodial KW - benzophenanthridine alkaloid KW - holstzianoquinoline; KW - rutaceae KW - Zanthoxylum holstzianum Y1 - 2022 U6 - https://doi.org/10.1080/14786419.2022.2034810 SN - 1478-6419 SN - 1478-6427 VL - 37 IS - 13 SP - 2161 EP - 2171 PB - Taylor & Francis CY - London [u.a.] ER - TY - THES A1 - Derese, Solomon A1 - Yenesew, Abiy A1 - Midiwo, Jacob O. A1 - Heydenreich, Matthias A1 - Peter, Martin G. T1 - A new isoflavone from stem bark of Millettia dura Y1 - 2003 SN - 1011-3924 ER - TY - JOUR A1 - Yaouba, Souaibou A1 - Koch, Andreas A1 - Guantai, Eric M. A1 - Derese, Solomon A1 - Irungu, Beatrice A1 - Heydenreich, Matthias A1 - Yenesew, Abiy T1 - Alkenyl cyclohexanone derivatives from Lannea rivae and Lannea schweinfurthii JF - Phytochemistry letters / Phytochemical Society of Europe N2 - Phytochemical investigation of the CH2Cl2/MeOH (1:1) extract of the roots of Lannea rivae (Chiov) Sacleux (Anacardiaceae) led to the isolation of a new alkenyl cyclohexenone derivative: (4R,6S)-4,6-dihydroxy-6-((Z)-nonadec-14′-en-1-yl)cyclohex-2-en-1-one (1), and a new alkenyl cyclohexanol derivative: (2S*,4R*,5S*)-2,4,5-trihydroxy-2-((Z)-nonadec-14′-en-1-yl)cyclohexanone (2) along with four known compounds, namely epicatechin gallate, taraxerol, taraxerone and β-sitosterol; while the stem bark afforded two known compounds, daucosterol and lupeol. Similar investigation of the roots of Lannea schweinfurthii (Engl.) Engl. led to the isolation of four known compounds: 3-((E)-nonadec-16′-enyl)phenol, 1-((E)-heptadec-14′-enyl)cyclohex-4-ene-1,3-diol, catechin, and 1-((E)-pentadec-12′-enyl)cyclohex-4-ene-1,3-diol. The structures of the isolated compounds were determined by NMR spectroscopy and mass spectrometry. The absolute configuration of compound 1 was established by quantum chemical ECD calculations. In an antibacterial activity assay using the microbroth kinetic method, compound 1 showed moderate activity against Escherichia coli while compound 2 exhibited moderate activity against Staphylococcus aureus. Compound 1 also showed moderate activity against E. coli using the disc diffusion method. The roots extract of L. rivae was notably cytotoxic against both the DU-145 prostate cancer cell line and the Vero mammalian cell line (CC50 = 5.24 and 5.20 μg/mL, respectively). Compound 1 was also strongly cytotoxic against the DU-145 cell line (CC50 = 0.55 μg/mL) but showed no observable cytotoxicity (CC50 > 100 μg/mL) against the Vero cell line. The roots extract of L. rivae and L. schweinfurthii, epicatechin gallate as well as compound 1 exhibited inhibition of carageenan-induced inflammation. KW - Lannea rivae KW - Lannea schweinfurthii KW - Alkenyl cyclohexenone KW - Alkenyl cyclohexanone KW - Anti-inflammatory KW - Cytotoxicity KW - Antimicrobial Y1 - 2017 U6 - https://doi.org/10.1016/j.phytol.2017.12.001 SN - 1874-3900 SN - 1876-7486 VL - 23 SP - 141 EP - 148 PB - Elsevier CY - Amsterdam ER - TY - JOUR A1 - Yenesew, Abiy A1 - Induli, M. A1 - Derese, Solomon A1 - Midiwo, Jacob O. A1 - Heydenreich, Matthias A1 - Peter, Martin G. A1 - Akala, Hoseah M. A1 - Wangui, Julia A1 - Liyala, Pamela A1 - Waters, Norman C. T1 - Anti-plasmodial flavonoids from the stem bark of Erythrina abyssinica N2 - The ethyl acetate extract of the stem bark of Erythrina abyssinica showed anti-plasmodial activity against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) strains of Plasmodium falciparum with IC50 values of 7.9 +/- 1.1 and 5.3 +/- 0.7 mug/ml, respectively. From this extract, a new chalcone, 2,3,4,4'-tetrahydroxy-5- prenylchalcone (trivial name 5-prenylbutein) and a new flavanone, 4',7-dihydroxy-3'-methoxy-5'- prenylflavanone (trivial name, 5-deoxyabyssinin II) along with known flavonoids have been isolated as the anti- plasmodial principles. The structures were determined on the basis of spectroscopic evidence. (C) 2004 Elsevier Ltd. All rights reserved Y1 - 2004 SN - 0031-9422 ER - TY - JOUR A1 - Yenesew, Abiy A1 - Derese, Solomon A1 - Midiwo, Jacob O. A1 - Bii, Christine C. A1 - Heydenreich, Matthias A1 - Peter, Martin G. T1 - Antimicrobial flavonoids from the stem bark of Erythrina burttii N2 - The chloroform extract of the stem bark of Erythrina burttii showed antifungal and antibacterial activities using the disk diffusion method. Flavonoids were identified as the active principles. Activities were observed against fungi and Gram(+) bacteria, but the Gram(-) bacteria Escherichia coli was resistant. (c) 2005 Elsevier B.V. All rights reserved Y1 - 2005 SN - 0367-326X ER - TY - JOUR A1 - Kerubo, Leonidah Omosa A1 - Midiwo, Jacob Ogweno A1 - Derese, Solomon A1 - Langat, Moses K. A1 - Akala, Hoseah M. A1 - Waters, Norman C. A1 - Peter, Martin A1 - Heydenreich, Matthias T1 - Antiplasmodial activity of compounds from the surface exudates of senecio roseiflorus JF - Natural product communications : an international journal for communications and reviews N2 - From the surface exudates of Senecio roseiflorus fourteen known methylated flavonoids and one phenol were isolated and characterized. The structures of these compounds were determined on the basis of their spectroscopic analysis. The surface exudate and the flavonoids isolated showed moderate to good antiplasmodial activity with 5,4'-dihydroxy-7-dimethoxyflavanone having the highest activity against chloroquine-sensitive (D6) and resistant (W2) strains of Plasmodium falciparum, with IC50 values of 3.2 +/- 0.8 and 4.4 +/- 0.01 mu g/mL respectively. KW - Senecio roseiflorus KW - Asteraceae KW - Surface exudates KW - Antiplasmodial activity Y1 - 2013 SN - 1934-578X VL - 8 IS - 2 SP - 175 EP - 176 PB - NPC CY - Westerville ER - TY - JOUR A1 - Chepkirui, Carolyne A1 - Ochieng, Purity J. A1 - Sarkar, Biswajyoti A1 - Hussain, Aabid A1 - Pal, Chiranjib A1 - Yang, Li Jun A1 - Coghi, Paolo A1 - Akala, Hoseah M. A1 - Derese, Solomon A1 - Ndakala, Albert A1 - Heydenreich, Matthias A1 - Wong, Vincent K. W. A1 - Erdelyi, Mate A1 - Yenesew, Abiy T1 - Antiplasmodial and antileishmanial flavonoids from Mundulea sericea JF - Fitoterapia N2 - Five known compounds (1-5) were isolated from the extract of Mundulea sericea leaves. Similar investigation of the roots of this plant afforded an additional three known compounds (6-8). The structures were elucidated using NMR spectroscopic and mass spectrometric analyses. The absolute configuration of 1 was established using ECD spectroscopy. In an antiplasmodial activity assay, compound 1 showed good activity with an IC50 of 2.0 mu M against chloroquine-resistant W2, and 6.6 mu M against the chloroquine-sensitive 3D7 strains of Plasmodium falciparum. Some of the compounds were also tested for antileishmanial activity. Dehydrolupinifolinol (2) and sericetin (5) were active against drug-sensitive Leishmania donovani (MHOM/IN/83/AG83) with IC50 values of 9.0 and 5.0 mu M, respectively. In a cytotoxicity assay, lupinifolin (3) showed significant activity on BEAS-2B (IC50 4.9 mu M) and HePG2 (IC50 10.8 mu M) human cell lines. All the other compounds showed low cytotoxicity (IC50 > 30 mu M) against human lung adenocarcinoma cells (A549), human liver cancer cells (HepG2), lung/bronchus cells (epithelial virus transformed) (BEAS-2B) and immortal human hepatocytes (LO2) KW - Mundulea sericea KW - leguminosae KW - flavanonol KW - flavonol KW - antiplasmodial KW - antileishmanial KW - cytotoxicity Y1 - 2020 U6 - https://doi.org/10.1016/j.fitote.2020.104796 SN - 0367-326X SN - 1873-6971 VL - 149 PB - Elsevier CY - Amsterdam ER - TY - JOUR A1 - Andayi, Andrew W. A1 - Yenesew, Abiy A1 - Derese, Solomon A1 - Midiwo, Jacob O. A1 - Gitu, Peter M. A1 - Jondiko, Ogoche J. I. A1 - Akala, Hoseah M. A1 - Liyala, Pamela A1 - Wangui, Julia A1 - Waters, Norman C. A1 - Heydenreich, Matthias A1 - Peter, Martin G. T1 - Antiplasmodial flavonoids from Erythrina sacleuxii N2 - The acetone extracts of the root bark and stem bark of Erythrina sacleuxii showed antiplasmodial activities against the chloroquine-sensitive (D6) and chloroquine-resistant (W2) strains of Plasmodium falciparum. Chromatographic separation of the acetone extract of the root bark afforded a new isoflavone, 7-hydroxy-4 -methoxy-3'- prenylisoflavone (trivial name 5-deoxy-3' - prenylbiochanin A) along with known isoflavonoids as the antiplasmodial principles. Flavonoids and isoflavonoids isolated from the stem bark of E. sucleuxii were also tested and showed antiplasmodial activities. The structures were determined on the basis of spectroscopic evidence Y1 - 2006 UR - http://www.thieme-connect.com/ejournals/toc/plantamedica U6 - https://doi.org/10.1055/s-2005-873200 SN - 0032-0943 ER - TY - JOUR A1 - Muiva-Mutisya, Lois M. A1 - Atilaw, Yoseph A1 - Heydenreich, Matthias A1 - Koch, Andreas A1 - Akala, Hoseah M. A1 - Cheruiyot, Agnes C. A1 - Brown, Matthew L. A1 - Irungu, Beatrice A1 - Okalebo, Faith A. A1 - Derese, Solomon A1 - Mutai, Charles A1 - Yenesew, Abiy T1 - Antiplasmodial prenylated flavanonols from Tephrosia subtriflora JF - Natural Product Research N2 - The CH2Cl2/MeOH (1:1) extract of the aerial parts of Tephrosia subtriflora afforded a new flavanonol, named subtriflavanonol (1), along with the known flavanone spinoflavanone B, and the known flavanonols MS-II (2) and mundulinol. The structures were elucidated by the use of NMR spectroscopy and mass spectrometry. The absolute configuration of the flavanonols was determined based on quantum chemical ECD calculations. In the antiplasmodial assay, compound 2 showed the highest activity against chloroquine-sensitive Plasmodiumfalciparum reference clones (D6 and 3D7), artemisinin-sensitive isolate (F32-TEM) as well as field isolate (KSM 009) with IC50 values 1.4-4.6M without significant cytotoxicity against Vero and HEp2 cell lines (IC50>100M). The new compound (1) showed weak antiplasmodial activity, IC50 12.5-24.2M, but also showed selective anticancer activity against HEp2 cell line (CC50 16.9M). [GRAPHICS] . KW - Tephrosia subtriflora KW - Leguminosae KW - prenylated flavanonol KW - subtriflavanonol KW - antiplasmodial KW - cytotoxicity Y1 - 2018 U6 - https://doi.org/10.1080/14786419.2017.1353510 SN - 1478-6419 SN - 1478-6427 VL - 32 IS - 12 SP - 1407 EP - 1414 PB - Routledge, Taylor & Francis Group CY - Abingdon ER - TY - GEN A1 - Peter, Martin G. A1 - Muiva, Lois M. A1 - Yenesew, Abiy A1 - Derese, Solomon A1 - Heydenreich, Matthias A1 - Akala, Hoseah M. A1 - Eyase, Fredrick A1 - Waters, Norman C. A1 - Mutai, Charles A1 - Keriko, Joseph M. A1 - Walsh, Douglas S. T1 - Antiplasmodial β-hydroxydihydrochalcone from seedpods of Tephrosia elata N2 - From the seedpods of Tephrosia elata, a new β-hydroxydihydrochalcone named (S)-elatadihydrochalcone was isolated. In addition, the known flavonoids obovatachalcone, obovatin, obovatin methyl ether and deguelin were identified. The structures were determined on the basis of spectroscopic evidence. The crude extract and the flavonoids obtained from the seedpods of this plant showed antiplasmodial activities. The literature NMR data on β-hydroxydihydrochalcones is reviewed and the identity of some of the compounds assigned β-hydroxydihydrochalcone skeleton is questioned. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 118 KW - Tephrosia elata KW - Leguminosae KW - Seedpods KW - (S)-Elatadihydrochalcone KW - β-Hydroxydihydrochalcone Y1 - 2009 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-44437 ER - TY - JOUR A1 - Muthaura, Charles N. A1 - Keriko, Joseph M. A1 - Mutai, Charles A1 - Yenesew, Abiy A1 - Heydenreich, Matthias A1 - Atilaw, Yoseph A1 - Gathirwa, Jeremiah W. A1 - Irungu, Beatrice N. A1 - Derese, Solomon T1 - Antiplasmodial, cytotoxicity and phytochemical constituents of four maytenus species used in traditional medicine in Kenya JF - The natural products journal N2 - Background: In Kenya, several species of the genus Maytenus are used in traditional medicine to treat many diseases including malaria. In this study, phytochemical constituents and extracts of Maytenus undata, M. putterlickioides, M. senegalensis and M. heterophylla were evaluated to determine compound/s responsible for antimalarial activity. Objective: To isolate antiplasmodial compounds from these plant species which could be used as marker compounds in the standardization of their extracts as a phytomedicine for malaria. Methods: Constituents were isolated through activity-guided fractionation of the MeOH/CHCl3 (1:1) extracts and in vitro inhibition of Plasmodium falciparum. Cytotoxicity was evaluated using Vero cells and the compounds were elucidated on the basis of NMR spectroscopy. Results: Fractionation of the extracts resulted in the isolation of ten known compounds. Compound 1 showed promising antiplasmodial activity with IC50, 3.63 and 3.95 ng/ml against chloroquine sensitive (D6) and resistant (W2) P. falciparum, respectively and moderate cytotoxicity (CC50, 37.5 ng/ml) against Vero E6 cells. The other compounds showed weak antiplasmodial (IC50 > 1.93 mu g/ml) and cytotoxic (CC50 > 39.52 mu g/ml) activities against P. falciparum and Vero E6 cells, respectively. Conclusion: (20 alpha)-3-hydroxy-2-oxo-24-nor-friedela-1(10),3,5,7-tetraen-carboxylic acid-(29)-methyl-ester (pristimerin) (1) was the most active marker and lead compound that warrants further investigation as a template for the development of new antimalarial drugs. Pristimerin is reported for the first time in M. putterlickioides. 3-Hydroxyolean-12-en-28-oic acid (oleanolic acid) (5), stigmast-5-en-3-ol (beta-sitosterol) (6), 3-oxo-28-friedelanoic acid (7), olean-12-en-3-ol (beta-amyrin) (8), lup-20(29)-en-3-ol (lupeol) (9) and lup-20(29)-en-3-one (lupenone) (10) are reported for the first time in M. undata. KW - Antimalarial plants KW - antiplasmodial KW - cytotoxicity KW - marker compound KW - Maytenus spp. KW - phytomedicine KW - pristimerin Y1 - 2017 U6 - https://doi.org/10.2174/2210315507666161206144050 SN - 2210-3155 SN - 2210-3163 VL - 7 IS - 2 SP - 144 EP - 152 PB - Bentham Science Publ. CY - Sharjah ER - TY - JOUR A1 - Gumula, Ivan A1 - Heydenreich, Matthias A1 - Derese, Solomon A1 - Ndiege, Isaiah O. A1 - Yenesew, Abiy T1 - Four isoflavanones from the stem bark of Platycelphium voense JF - Phytochemistry letters N2 - From the stem bark of Platycelphium voense (Leguminosae) four new isoflavanones were isolated and characterized as (S)-5,7-dihydroxy-2 ',4 '-dimethoxy-3 '-(3 ''-methylbut-2 ''-enyl)-isoflavanone (trivial name platyisoflavanone A), (+)-5,7,2 '-trihydroxy-4 '-methoxy-3 '-(3 ''-methylbut-2 ''-enyl)-isoflavanone (platyisoflavanone B), 5,7-dihydroxy-4 '-methoxy-2 ''-(2 '''-hydroxyisopropyl)-dihydrofurano-[4 '',5 '':3 ',2 ']-isoflavanone (platyisoflavanone C) and 5,7,2 ',3 ''-tetrahydroxy-2 '',2 ''-dimethyldihydropyrano-[5 '',6 '':3 ',4 ']-isoflavanone (platyisoflavanone D). In addition, the known isoflavanones, sophoraisoflavanone A and glyasperin F; the isoflavone, formononetin; two flavones, kumatakenin and isokaempferide; as well as two triterpenes, betulin and beta-amyrin were identified. The structures were elucidated on the basis of spectroscopic evidence. Platyisoflavanone A showed antibacterial activity against Mycobacterium tuberculosis in the microplate alamar blue assay (MABA) with MIC = 23.7 mu M, but also showed cytotoxicity (IC50 = 21.1 mu M) in the vero cell test. KW - Platycelphium voense KW - Stem bark KW - Leguminosae KW - Isoflavanones KW - Platyisoflavanone KW - Mycobacterium tuberculosis Y1 - 2012 U6 - https://doi.org/10.1016/j.phytol.2011.11.012 SN - 1874-3900 VL - 5 IS - 1 SP - 150 EP - 154 PB - Elsevier CY - Amsterdam ER - TY - JOUR A1 - Deyou, Tsegaye A1 - Marco, Makungu A1 - Heydenreich, Matthias A1 - Pan, Fangfang A1 - Gruhonjic, Amra A1 - Fitzpatrick, Paul A. A1 - Koch, Andreas A1 - Derese, Solomon A1 - Pelletier, Jerry A1 - Rissanen, Kari A1 - Yenesew, Abiy A1 - Erdelyi, Mate T1 - Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp teitensis JF - Journal of natural products N2 - A new isoflavone, 8-prenylmilldrone (1), and four new rotenoids, oblarotenoids A-D (2-5), along with nine known compounds (6-14), were isolated from the CH2Cl2/CH3OH (1:1) extract of the leaves of Millettia oblata ssp. teitensis by chromatographic separation. The purified compounds were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of the rotenoids were established on the basis of chiroptical data and in some cases by single-crystal X-ray crystallography. Maximaisoflavone J (11) and oblarotenoid C (4) showed weak activity against the human breast cancer cell line MDA-MB-231 with IC50 values of 33.3 and 93.8 mu M, respectively. Y1 - 2017 U6 - https://doi.org/10.1021/acs.jnatprod.7b00255 SN - 0163-3864 SN - 1520-6025 VL - 80 SP - 2060 EP - 2066 PB - American Chemical Society CY - Washington ER - TY - JOUR A1 - Marco, Makungu A1 - Deyou, Tsegaye A1 - Gruhonjic, Amra A1 - Holleran, John A1 - Duffy, Sandra A1 - Heydenreich, Matthias A1 - Firtzpatrick, Paul A. A1 - Landberg, Goran A1 - Koch, Andreas A1 - Derese, Solomon A1 - Pelletier, Jerry A1 - Avery, Vicky M. A1 - Erdelyi, Mate A1 - Yenesew, Abiy T1 - Pterocarpans and isoflavones from the root bark of Millettia micans and of Millettia dura JF - Phytochemistry letters KW - Millettia micans KW - Millettia dura KW - Pterocarpan KW - Isoflavone KW - Cytotoxicity KW - Plasmodium falciparum Y1 - 2017 U6 - https://doi.org/10.1016/j.phytol.2017.07.012 SN - 1874-3900 SN - 1876-7486 VL - 21 SP - 216 EP - 220 PB - Elsevier CY - Amsterdam ER - TY - JOUR A1 - Yenesew, Abiy A1 - Irungu, Beatrice A1 - Derese, Solomon A1 - Midiwo, Jacob O. A1 - Heydenreich, Matthias A1 - Peter, Martin G. T1 - Two prenylated flavonoids from the stem bark of Erythrina burttii N2 - From the stem bark of Erythrina burttii, a new isoflavone, 5,2',4'-trihydroxy-7-methoxy-6-(3- methylbut-2-enyl)isoflavone (trivial name, 7-O-methylluteone) and a new flavanone, 5,7-dihydroxy-4'-methoxy- 3'-(3-methylbutadienyl)-5'-(3-methylbut-2-enyl)flavanone (trivial name, burttinonedehydrate) along with three known isoflavonoids (8-prenylluteone, 3-O-methylcalopocarpin and genistein) were isolated. The structures were detd. on the basis of spectroscopic evidence. Y1 - 2003 ER - TY - JOUR A1 - Yenesew, Abiy A1 - Kiplagat, John T. A1 - Derese, Solomon A1 - Midiwo, Jacob O. A1 - Kabaru, Jacques M. A1 - Heydenreich, Matthias A1 - Peter, Martin G. T1 - Two unusual rotenoid derivatives, 7a-O-methyl-12a-hydroxydeguelol and spiro-13-homo-13-oxaelliptone, from the seeds of Derris trifoliata N2 - The crude methanol extract of the seeds of Derris trifoliata showed potent and dose dependent larvicidal activity against the 2nd instar larvae of Aedes aegypti. From this extract two unusual rotenoid derivatives, a rotenoloid (named 7a-O-methyl-12a-hydroxydeguelol) and a spirohomooxarotenoid (named spiro-13-homo-13-oxaelliptone), were isolated and characterised. In addition a rare natural chromanone (6,7-dimethoxy-4-chromanone) and the known rotenoids rotenone, tephrosin and dehydrodeguelin were identified. The structures were assigned on the basis of spectroscopic evidence. The larvicidal activity of the crude extract is mainly due to rotenone. (c) 2006 Elsevier Ltd. All rights reserved Y1 - 2006 UR - http://www.sciencedirect.com/science/article/pii/S0031942206000045 U6 - https://doi.org/10.1016/j.phytochem.2006.01.002 ER -