从马达加斯加曼蛙科（曼蛙属）青蛙皮肤提取物中分离出的生物碱235C的一种修订结构。

A revised structure for alkaloid 235C isolated from skin extracts of mantellid (Mantella) frogs of Madagascar.

作者信息

Andriamaharavo N Rabe, Andriantsiferana Marta, Stevenson Paul A, O'mahony Gavin, Yeh Herman J C, Kaneko Tetsuo, Garraffo H Martin, Spande Thomas F, Daly John W

机构信息

Laboratoire de Chimie Organique "Produits Naturels", Université d'Antananarivo, Antananarivo 1001, Madagascar, School of Chemistry, Queen's University, Belfast BT9 5AG, Northern Ireland, UK.

出版信息

J Nat Prod. 2005 Dec;68(12):1743-8. doi: 10.1021/np058089f.

DOI:10.1021/np058089f

PMID:16378366

Abstract

Madagascan frogs of the mantellid genus Mantella have been a rich source of alkaloids derived from dietary arthropods. Two species of frogs, inhabiting swamp forest, contain a unique set of alkaloids, previously proposed, based only on GC-MS and GC-FTIR data, to represent dehydro analogues of the homopumiliotoxins. The major alkaloid of this set, alkaloid 235C (2), now has been isolated in sufficient quantities (ca. 0.3 mg) to allow determination of the structure by NMR analysis. The structure of alkaloid 235C proved to be a 7,8-dehydro-8-desmethylpumiliotoxin. A comparison is presented between the mass, infrared, and (1)H NMR spectra of 235C (2) and a synthetic dehydrohomopumiliotoxin (1), initially proposed incorrectly as the structure for 235C.

摘要

曼蛙属的马达加斯加蛙一直是从食性节肢动物中获取生物碱的丰富来源。两种栖息于沼泽森林的蛙类含有一组独特的生物碱，此前仅基于气相色谱 - 质谱联用（GC - MS）和气相色谱 - 傅里叶变换红外光谱联用（GC - FTIR）数据提出，它们代表高蟾蜍毒素的脱氢类似物。这组生物碱中的主要生物碱，生物碱235C（2），现已分离出足够的量（约0.3毫克），以便通过核磁共振（NMR）分析确定其结构。生物碱235C的结构被证明是7,8 - 脱氢 - 8 - 去甲基蟾蜍毒素。文中对235C（2）与一种最初被错误地提议为235C结构的合成脱氢高蟾蜍毒素（1）的质谱图、红外光谱图和氢核磁共振（¹H NMR）谱图进行了比较。