Absolute configuration of phorboxazoles A and B from the marine sponge, Phorbas sp .2. C43 and complete stereochemistry

被引：128
|
作者：
Molinski, TF
机构：
[1] Department of Chemistry, University of California, Davis
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 44期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/0040-4039(96)01804-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The absolute configuration of C43 in the cytostatic macrolide phorboxazoles A was established as R by correlation with (R)-dimethyl methoxysuccinate while 43 R was also suggested for phorboxazole B by CD comparison. This completes the entire stereochemical determination of the phorboxazoles. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码：7879 / 7880
页数：2
相关论文
共 50 条
  • [1] Absolute configuration of phorboxazoles A and B from the marine sponge Phorbas sp .1. Macrolide and hemiketal rings
    Searle, PA
    Molinski, TF
    Brzezinski, LJ
    Leahy, JW
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (39) : 9422 - 9423
  • [2] Phorboxazoles A and B. Potent cytostatic macrolides from marine sponge phorbas sp
    Scarle, P.A.
    Molinski, T.F.
    Journal of the American Chemical Society, 1995, 117 (31):
  • [3] Phorbaketals A, B, and C, Sesterterpenoids with a Spiroketal of Hydrobenzopyran Moiety Isolated from the Marine Sponge Phorbas sp.
    Rho, Jung-Rae
    Hwang, Buyng Su
    Sim, Chung Ja
    Joung, Seewon
    Lee, Hee-Yoon
    Kim, Hyeon-Jin
    ORGANIC LETTERS, 2009, 11 (24) : 5590 - 5593
  • [4] Phorbasones A and B Sesterterpenoids Isolated from the Marine Sponge Phorbas sp and Induction of Osteoblast Differentiation
    Rho, Jung-Rae
    Hwang, Buyng Su
    Joung, Seewon
    Byun, Mi Ran
    Hong, Jeong-Ho
    Lee, Hee-Yoon
    ORGANIC LETTERS, 2011, 13 (05) : 884 - 887
  • [5] Chlorocyclopropane macrolides from the marine sponge Phorbas sp assignment of the configurations of phorbasides A and B by quantitative CD
    Skepper, Colin K.
    MacMillan, John B.
    Zhou, Guang-Xiong
    Masuno, Makoto N.
    Molinski, Tadeusz F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (14) : 4150 - +
  • [6] PHORBOXAZOLE-A AND PHORBOXAZOLE-B - POTENT CYTOSTATIC MACROLIDES FROM MARINE SPONGE PHORBAS SP
    SEARLE, PA
    MOLINSKI, TF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (31) : 8126 - 8131
  • [7] THE ABSOLUTE-CONFIGURATION OF KUROSPONGIN, A NEW FURANOTERPENE FROM A MARINE SPONGE, SPONGIA SP
    TANAKA, J
    HIGA, T
    TETRAHEDRON, 1988, 44 (10) : 2805 - 2810
  • [8] Phorbasin B and C:: Novel diterpenes from a southern Australian marine sponge, Phorbas species
    McNally, M
    Capon, RJ
    JOURNAL OF NATURAL PRODUCTS, 2001, 64 (05): : 645 - 647
  • [9] XESTOBERGSTEROL-C, A NEW PENTACYCLIC STEROID FROM THE OKINAWAN MARINE SPONGE IRCINIA SP AND ABSOLUTE STEREOCHEMISTRY OF XESTOBERGSTEROL-A
    KOBAYASHI, J
    SHINONAGA, H
    SHIGEMORI, H
    UMEYAMA, A
    SHOJI, N
    ARIHARA, S
    JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (02): : 312 - 318
  • [10] (+)-7S-hydroxyxestospongin A from the marine sponge Xestospongia sp and absolute configuration of (+)-xestospongin D
    Moon, SS
    MacMillan, JB
    Olmstead, MM
    Ta, TA
    Pessah, IN
    Molinski, TF
    JOURNAL OF NATURAL PRODUCTS, 2002, 65 (03): : 249 - 254
12345