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  - 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  - Heydenreich, Matthias
A1  - Koch, Andreas
A1  - Kovacs, J.
A1  - Toth, G.
A1  - Kleinpeter, Erich
T1  - Electronic influences on (3)J(C,H) coupling constants via -S-, -S(O)- and -SO2--: their determination, calculation and comparison of detection methods
N2  - (3)J(C,H) coupling constants via a sulfur atom in two series of compounds, both including a sulfide, a sulfoxide and a sulfone, were detected experimentally and calculated by quantum mechanical methods. In the first series (1-3) the coupling between a hydrogen, bonded to an Sp(3) carbon, and an Sp(2) carbon is treated; the second series (4- 6) deals with the coupling between a hydrogen, bonded to an Sp3 carbon, and an Sp3 carbon. Different pulse sequences (broadband HMBC, SelJres, 1D HSQMBC, J-HMBC-2, selective J-resolved long-range experiment and IMPEACH-MBC) proved to be useful in determining the long-range (3)J(C,H) coupling constants. However, the dynamic behaviour of two of the compounds (4 and 6) led to weighted averages of the two coupling constants expected (concerning equatorial and axial positions of the corresponding hydrogens). DFT calculations proved to be useful to calculate not only the (3)J(C,H) coupling constants but also the different contributions of FC, PSO, DSO and SD terms; the calculation of the Fermi contact term (FC) was found to be sufficient for the correct estimation of (3)J(C,H) coupling constants. Copyright (C) 2004 John Wiley Sons, Ltd
Y1  - 2004
SN  - 0749-1581
ER  - 
TY  - JOUR
A1  - Heydenreich, Matthias
A1  - Wolf, G.
A1  - Woller, Jochen
A1  - Kleinpeter, Erich
T1  - Restricted rotation of the amino group and ring inversion in highly substituted anilines. A dynamic NMR and computational study
N2  - The reaction of cyclic ylidene malononitriles with acetylene (di)carboxylic acid esters led to the production of nine bicyclic systems incorporating highly substituted (5/6) anilines. The free energy of activation (DeltaG(#)) for the restricted rotation about the aniline-NH2 bond was experimentally measured in each case and a correlation was evident between the increase in steric strain in the ground state, the electron withdrawing capabilities of the ring substituents, and a reduction in the rotational barrier. For four of the compounds, the slow ring interconversion (chairreversible arrowchair) for the annelated saturated seven-membered ring that formed part of the bicyclic system was also evident. In these four compounds, both dynamic processes were also studied theoretically using ab initio methods whilst the ring interconversion was additionally studied using molecular dynamic simulations. The interconversion between the two stable chair forms was deemed to occur via a conformation series consisting of chairreversible arrowboatreversible arrowtwist-boatreversible arrowboatreversible arrowchair. (C) 2004 Elsevier Ltd. All rights reserved
Y1  - 2004
SN  - 0040-4020
ER  - 
TY  - JOUR
A1  - Fotie, J.
A1  - Nkengfack, A. E.
A1  - Peter, Martin G.
A1  - Heydenreich, Matthias
A1  - Fomum, Z. T.
T1  - Chemical constituents of the ethyl acetate extracts of the stem bark and fruits of Dichrostachys cinerea and the roots of Parkia bicolor
N2  - The antibacterial activities of ethyl acetate, methanol and aqueous extracts of the stem bark of Dichrostachys cinerea and the roots of Parkia bicolor have been evaluated. Ethyl acetate extracts have been investigated, studies that led to a series of known compounds, amongst which many are reported here for the very first time from both the species
Y1  - 2004
SN  - 1011-3924
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  - 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  - Wanjohi, John M.
A1  - Yenesew, Abiy
A1  - Midiwo, Jacob O.
A1  - Heydenreich, Matthias
A1  - Peter, Martin G.
A1  - Dreyer, M.
A1  - Reichert, M.
A1  - Bringmann, Gerhard
T1  - Three dimeric anthracene derivatives from the fruits of Bulbine abyssinica
N2  - From the fruits of Bulbine abyssinica three new dimeric anthracene derivatives, (P)-8,9,1',8'- tetrahydroxy-3,3'-dimethyl[10,7'-bianthracene]-1,4,9',10'- tetraone (trivial name abyquinone A), (10R)-1,4,8,1',8-pentahydroxy-3,3'-dimethyl-[10,7'-bianthracene]9,9',10' (10H)-trione (trivial name abyquinone B), and (10R)-3,4'-dihydro-1,4,8,3',8',9'-hexahydroxy-3,3'- dimethyl-[10,7'-biant hracene]9,1'(10H,2'H)-dione (trivial name abyquinone Q were isolated. Despite their structural differences, these three compounds are connected to each other by the apparently biomimetic conversion of abyquinone C (a preanthraquinonylanthrone with two stereogenic centers) into B (an anthraquinonylanthrone with one stereogenic center) and finally into A (an axially chiral bianthraquinone) under mild conditions, involving a highly efficient center-to-axis chirality transfer. In addition, the known anthraquinones islandicin and chrysophanol were identified. The structures were determined on the basis of spectroscopical evidences, chemical transformations, and quantum chemical CD calculations. (C) 2005 Elsevier Ltd. All rights reserved
Y1  - 2005
SN  - 0040-4020
ER  - 
TY  - JOUR
A1  - Strehmel, Veronika
A1  - Sarker, A. M.
A1  - Lahti, P. M.
A1  - Karasz, F. E.
A1  - Heydenreich, Matthias
A1  - Wetzel, Hendrik
A1  - Haebel, Sophie
A1  - Strehmel, Bernd
T1  - One- and two-photon photochemistry and photophysics of poly(arylenevinylene)s containing a biphenyl moiety
N2  - Photochemical and photophysical properties were investigated for poly(arylenevinylene)s containing a flexible biphenyl "hinge" unit by applying one-photon (OP) and two-photon (TP) excitation to explore excited-state properties. The poly(arylenevinylene)s were poly[(2,5-dihexyloxy-p-phenylenevinylene)-alt-(4,4'-dihexyloxy-3,3'-biph enylenevinylene)] (1), poly[(2,5-dihexyloxy-p-phenylenevinylene)-alt-(2,2'-dihexyloxy-3,3'-biph enylenevinylene)] (2), and poly[(2,5-dihexyloxy-p-phenylenevinylene)-alt-(2,2'-biphenylene-vinylene )] (3). Effective emission quantum yields and related photonic properties were evaluated on a realistic per-chromophore basis using effective conjugation lengths based on the Strickler-Berg relationship. intramolecular photocyclization was deduced to occur in the one case where the biphenyl molecular connectivity permitted the reaction, based on matrix- assisted loser desorption/ionization time-of-flight (MALDI-TOF), heteronuclear multiple-quantum coherence (HMQC)-NMR, and gel-permeation chromatography (GPC) results. The various photoprocesses could be induced by either OP or TP excitation, though the first excited singlet state is the photoactive state. The higher excitation energy 1 of the TP excited state favors indirect population of the S, state by electronic coupling between the TP and OP excited states [lambda(max)(TPE) (nm): 726; delta (GM)([9]): 1 = 229, 2 = 215, 3 = 109). Photochemical processes occurring from the lowest OP excited state (S-1) could therefore also be indirectly induced by TP excitation
Y1  - 2005
SN  - 1439-4235
ER  - 
TY  - JOUR
A1  - Kruse, Hans-Peter
A1  - Heydenreich, Matthias
A1  - Engst, W.
A1  - Schilde, Uwe
A1  - Kroll, Jürgen
T1  - The identification of 1,3-oxazolidine-2-thiones and 1,3-thiazolidine-2-thiones from the reaction of glucose with benzyl isothiocyanate
N2  - The structure of interaction products resulting from the reaction of unmodified glucose with benzyl isothiocyanate is reported. Prior to their identification, the main products of this reaction were isolated using solid- phase extraction (SPE) as well as preparative HPLC. They were then identified by NMR and MS as 3-benzyl-4-hydroxy-5-(D- arabino-1,2,3,4-tetrahydroxybutyl)- 1,3-oxazolidine-2-thione, 3-benzyl-4-hydroxy-4-hydroxymethyl-5-(D-erythro-1,2,3- trihydroxypropyl)- 1,3-oxazolidine-2-thione, N-benzyl-(D-gluco-4,5-dihydroxy-6-hydroxymethyl-tetrahydropyrano)[2,3-b] oxazolidine-2-thione and 3-benzyl-4-(N-benzyl amino)-5-(D-arabino-1,2,3,4-tetrahydroxybutyl)-1,3-thiazolidine-2-thione . The identity of the last compound was secured by X-ray crystal structure data. (C) 2004 Elsevier Ltd. All rights reserved
Y1  - 2005
SN  - 0008-6215
ER  -