TY  - JOUR
A1  - Coy-Barrera, Ericsson David
A1  - Cuca-Sußrez, Luis Enrique
A1  - Sefkow, Michael
T1  - PAF-antagonistic bicyclo[3.2.1]octanoid neolignans from leaves of Ocotea macrophylla Kunth (Lauraceae)
N2  - Di-nor-benzofuran neolignan aldehydes, Delta(7)-3,4-methylenedioxy-3'-methoxy-8',9'-dinor- 4',7-epoxy-8,3'-neolignan-7'-aldehyde (ocophyllal A) 1, Delta(7)-3,4,5,3'-tetramethoxy- 8',9'-dinor-4',7-epoxy-8,3'-neolignan-7'-aldehyde (ocophyllal B) 2, and macrophyllin-type bicyclo[3.2.1]octanoid neolignans (7R, 8R, 3'S, 4'S, 5'R)-Delta(8)'-4'-hydroxy-5'- methoxy-3,4-methylenedioxy-2',3'.4',5'-tetrahydro-2'-oxo-7.3',8.5'-neolignan (ocophyllol A) 3, (7R, 8R, 3'S, 4'S, 5'R)-Delta 8'-4'-hydroxy-3,4,5'-trimethoxy- 2',3',4',5'-tetrahydro-2'-oxo-7.3',8.5'-neolignan (ocophyllol B) 4, (7R, 8R, 3'S, 4'S, 5'R)-Delta(8)'-4'-hydroxy-3,4,5,5'-tetramethoxy- 2',3',4',5'-tetrahydro-2'-oxo-7.3',8.5'-neolignan (ocophyllol C) 5, as well as 2'-epi-guianin 6 and (+)-licarin B 7, were isolated and characterized from leaves of Ocotea macrophylla (Lauraceae). The structures and configuration of these compounds were determined by extensive spectroscopic analyses. Inhibition of platelet activating factor (PAF)-induced aggregation of rabbit platelets were tested with neolignans 1-7. Although compound 6 was the most potent PAF-antagonist, compounds 3-5 showed some activity.
Y1  - 2009
UR  - http://www.sciencedirect.com/science/journal/00319422
U6  - https://doi.org/10.1016/j.phytochem.2009.07.010
SN  - 0031-9422
ER  - 
TY  - JOUR
A1  - Coy-Barrera, Ericsson David
A1  - Cuca-Sußrez, Luis Enrique
A1  - Sefkow, Michael
T1  - COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans
N2  - The anti-inflammatory potential of 26 neolignans (14 of the bicyclooctane-type and 12 of the benzofuran-type), isolated from three Lauraceae species (Pleurothyrium cinereum, Ocotea macrophylla and Nectandra amazonum), was evaluated in vitro through inhibition of COX-1, COX-2, 5-LOX and agonist-induced aggregation of rabbit platelets. Benzofuran neolignans were found to be selective COX-2 inhibitors, whereas bicyclooctane neolignans inhibit selectively the PAF- action as well as COX-1 and 5-LOX. The neolignan 9-nor-7,8-dehydro-isolicarin B 15 and cinerin C 7 were found to be the most potent COX-2 inhibitor and PAF-antagonist, respectively. Nectamazin C 10 exhibited dual 5-LOX/COX-2 inhibition.
Y1  - 2009
UR  - http://www.sciencedirect.com/science/journal/0960894X
U6  - https://doi.org/10.1016/j.bmcl.2009.10.069
SN  - 0960-894X
ER  - 
TY  - JOUR
A1  - Coy-Barrera, Ericsson David
A1  - Cuca-Sußrez, Luis Enrique
A1  - Sefkow, Michael
T1  - Macrophyllin-type bicyclo[3.2.1]octanoid neolignans from the leaves of Pleurothyrium cinereum
N2  - Four new macrophyllin-type bicyclo[3.2.1]octanoid neolignans, (7S,8R,3'S,5'R)-Delta(8')- 5,5',3'-trimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-2',4'-dioxo- 7.3',8.5'-neolignan (cinerin A), 1, (7R,8R,3'S,4'R,5'R)-Delta(8')-4'-hydroxy- 5,5'-dimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-2'-oxo- 7.3',8.5'-neolignan (cinerin B), 2, (7S,8R,3'R,4'S,5'R)-Delta(8')-4'-hydroxy- 5,5',3'-trimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-2'-oxo- 7.3',8.5'-neolignan (cinerin C), 3, and (7S,8R,2'RYS,5'R)-Delta(8')-2'-hydroxy- 5,5'-dimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-4'-oxo- 7.3',8.5'-neolignan (cinerin D). 4, along with the known diterpene kaurenoic acid 5, were isolated from the leaves of Pleurothyrium cinercum. The structures and configuration of these compounds were determined by extensive spectroscopic analysis. Cinerins A-D (1-4) were tested for their inhibition efficacy of platelet activating factor (PAF)- induced aggregation of rabbit platelets. Compound 3 was the most potent PAF antagonist. Compounds 1-5 were tested against Mycobacterium tuberculosis (H(37)Rv strain) using the MABA method. Compound 5 induced 91.3% growth inhibition at 50 mu g mL(-1). Compounds 1-5 showed no significant inhibitory activity against some Gram-positive and Gram-negative bacteria by the agar-well diffusion method.
Y1  - 2009
UR  - http://pubs.acs.org/journal/jnprdf
U6  - https://doi.org/10.1021/Np9000569
SN  - 0163-3864
ER  - 
TY  - JOUR
A1  - Coy-Barrera, Ericsson David
A1  - Cuca-Sußrez, Luis Enrique
A1  - Sefkow, Michael
T1  - PAF-antagonist 7.3 '.8.5 '-connected bicyclo[3.2.1]octane neolignans obtained from three colombian Lauraceae species and their synthesis
Y1  - 2009
SN  - 0032-0943
ER  -