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Structural revision of halipeptins: synthesis of the thiazoline unit and isolation of halipeptin C

被引：26
作者：
Della Monica, C
Randazzo, A
Bifulco, G
Cimino, P
Aquino, M
Izzo, I
De Riccardis, F
Gomez-Paloma, L
机构：
[1] Univ Salerno, Dipartimento Chim, I-84081 Baronissi, SA, Italy
[2] Univ Salerno, Dipartimento Sci Farmaceut, I-84084 Fisciano, SA, Italy
[3] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 33期
关键词：
D O I：
10.1016/S0040-4039(02)01209-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Structural revision of the anti-inflammatory marine metabolites halipeptin A (1) and B (2) along with the isolation of the new related product halipeptin C (3) are reported. In particular, the heterocyclic portion of the molecule. incorrectly assigned as an oxazetidine ring, has now been characterised as a thiazoline unit by comparison of the spectral data of the natural products (1-3) with an appropriate synthetic model (10). GIAO calculated C-13 NMR chemical shifts for oxazetidine and thiazoline model compounds provide additional support to the revised structure. (C) 2002 Elsevier Science Ltd. All rights reserved.
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收藏
页码：5707 / 5710
页数：4
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