Pohlianins A, B and C, cyclic peptides from the latex of Jatropha pohliana ssp molissima

被引：48
作者：
Auvin-Guette, C
Baraguey, C
Blond, A
Xavier, HS
Pousset, JL
Bodo, B
机构：
[1] Museum Natl Hist Nat, Lab Chim Subst Nat, URA 401 CNRS, IFR 63 CNRS, F-75005 Paris, France
[2] Univ Fed Pernambuco, Dept Farm, Lab Farmacognosia, BR-50740 Recife, PE, Brazil
来源：
TETRAHEDRON | 1999年 / 55卷 / 38期
关键词：
cyclic peptides; Jatropha; nmr; molecular modeling; beta-bulge;
D O I：
10.1016/S0040-4020(99)00660-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
From the EtOAc extract of the latex of Jatropha pohliana (Euphorbiaceae), two cyclic heptapeptides, pohlianins A (1) and B (2) and one cyclic octapeptide, pohlianin C (3) were isolated by a multi-step chromatography procedure, including HPLC. Their structure were elucidated by chemical degradation, mass spectrometry, homonuclear and heteronuclear NMR experiments. Conformational analysis of these peptides was made by using NMR experiments and distance geometry calculations. Their antimalarial activities were examined. (C) 1999 Elsevier Science Ltd. All rights reserved.
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收藏
页码：11495 / 11510
页数：16
相关论文
共 22 条
[11]   Cyclic heptapeptides axinastatin 2, 3, and 4: Conformational analysis and evaluation of the biological potential [J].
Mechnich, O ;
Hessler, G ;
Kessler, H ;
Bernd, M ;
Kutscher, B .
HELVETICA CHIMICA ACTA, 1997, 80 (05) :1338-1354
[12]  
Morita H, 1997, CHEM PHARM BULL, V45, P161, DOI 10.1248/cpb.45.161
[13]   Conformation of cyclic heptapeptides: Solid and solution state conformation of yunnanin A [J].
Morita, H ;
Kayashita, T ;
Takeya, K ;
Itokawa, H ;
Shiro, M .
TETRAHEDRON, 1997, 53 (05) :1607-1616
[14]  
Morita H, 1997, CHEM PHARM BULL, V45, P883
[15]  
Morita H, 1996, CHEM PHARM BULL, V44, P2177
[16]   CONFORMATIONAL STATES AND BIOLOGICAL-ACTIVITY OF CYCLIC PEPTIDES [J].
OVCHINNIKOV, YA ;
IVANOV, VT .
TETRAHEDRON, 1975, 31 (18) :2177-2209
[17]   ISOLATION AND STRUCTURE OF STYLOSTATIN-1 FROM THE PAPUA-NEW-GUINEA MARINE SPONGE STYLOTELLA-AURANTIUM [J].
PETTIT, GR ;
SRIRANGAM, JK ;
HERALD, DL ;
ERICKSON, KL ;
DOUBEK, DL ;
SCHMIDT, JM ;
TACKETT, LP ;
BAKUS, GJ .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (26) :7217-7220
[18]   BETA-BULGE - COMMON SMALL UNIT OF NONREPETITIVE PROTEIN-STRUCTURE [J].
RICHARDSON, JS ;
GETZOFF, ED ;
RICHARDSON, DC .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1978, 75 (06) :2574-2578
[19]   Apicidins: Novel cyclic tetrapeptides as coccidiostats and antimalarial agents from Fusarium pallidoroseum [J].
Singh, SB ;
Zink, DL ;
Polishook, JD ;
Dombrowski, AW ;
DarkinRattray, SJ ;
Schmatz, DM ;
Goetz, MA .
TETRAHEDRON LETTERS, 1996, 37 (45) :8077-8080
[20]  
Wu WJ, 1998, BIOPOLYMERS, V45, P381, DOI 10.1002/(SICI)1097-0282(19980415)45:5<381::AID-BIP6>3.0.CO
123