Chemistry of renieramycins.: Part 5.: Structure elucidation of renieramycin-type derivatives O, Q, R, and S from Thai marine sponge Xestospongia species pretreated with potassium cyanide

被引:48
作者
Amnuoypol, S
Suwanborirux, K
Pummangura, S
Kubo, A
Tanaka, C
Saito, N
机构
[1] Meiji Pharmaceut Univ, Tokyo 2048588, Japan
[2] Chulalongkorn Univ, Fac Pharmaceut Sci, Dept Pharmacognosy, BMNCU, Bangkok 10330, Thailand
来源
JOURNAL OF NATURAL PRODUCTS | 2004年 / 67卷 / 06期
关键词
D O I
10.1021/np030534o
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Four minor renieramycin-type derivatives, including renieramycins 0 (1o) and Q-S (1q-s), were isolated from the sponge Xestospongia sp. pretreated with potassium cyanide. Their structures were elucidated by comparison of spectral data with those of recently reported renieramycins M (1m) and N (1n). The results of transformation and cytotoxicity measurements are also described.
引用
收藏
页码:1023 / 1028
页数:6
相关论文
共 20 条
[1]  
Arai T., 1983, ALKALOIDS, V21, P55
[2]   ANTIMICROBIAL METABOLITES OF THE SPONGE RENIERA SP [J].
FRINCKE, JM ;
FAULKNER, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (01) :265-269
[3]   RENIERAMYCIN-E AND RENIERAMYCIN-F FROM THE SPONGE RENIERA SP - REASSIGNMENT OF THE STEREOCHEMISTRY OF THE RENIERAMYCINS [J].
HE, HY ;
FAULKNER, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (24) :5822-5824
[4]  
KUBO A, 1987, CHEM PHARM BULL, V35, P440
[5]  
Kubo A., 1992, Studies in Natural Products Chemistry, V10, p, P77
[6]   Antitumor activity- and gene expression-based profiling of ecteinascidin Et 743 and phthalascidin Pt 650 [J].
Martinez, EJ ;
Corey, EJ ;
Owa, T .
CHEMISTRY & BIOLOGY, 2001, 8 (12) :1151-1160
[7]   A new, more efficient, and effective process for the synthesis of a key pentacyclic intermediate for production of ecteinascidin and phthalascidin antitumor agents [J].
Martinez, EJ ;
Corey, EJ .
ORGANIC LETTERS, 2000, 2 (07) :993-996
[8]   Phthalascidin, a synthetic antitumor agent with potency and mode of action comparable to ecteinascidin 743 [J].
Martinez, EJ ;
Owa, T ;
Schreiber, SL ;
Corey, EJ .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (07) :3496-3501
[9]   STRUCTURAL STUDIES ON MINOR COMPONENTS OF SAFRAMYCIN GROUP ANTIBIOTICS SAFRAMYCIN-F, SAFRAMYCIN-G AND SAFRAMYCIN-H [J].
MIKAMI, Y ;
TAKAHASHI, K ;
YAZAWA, K ;
HOURYOUNG, C ;
ARAI, T ;
SAITO, N ;
KUBO, A .
JOURNAL OF ANTIBIOTICS, 1988, 41 (06) :734-740
[10]   A solid-supported, enantioselective synthesis suitable for the rapid preparation of large numbers of diverse structural analogues of (-)-saframycin A [J].
Myers, AG ;
Lanman, BA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (44) :12969-12971