摘要
从虫纹东方豚［Ｆｕｇｕ ｖｅｒｍｉｃｕｌａｒｉｓ（Ｔｅｍｍｉｎｃｋ ｅｔ Ｓｃｈｌｅｔｅｌ）］肝脏中，分离得到７种次生代谢产物，经波谱（ＩＲ，ＭＳ，~１ ＨＮＭＲ，^(１３) ＣＮＭＲ等）分析，确定了它们的化学结构分别为河豚素（Ⅰ），△~１４，１５─十八碳烯酸（Ⅱ），１－Ｏ－十八烷酸甘油酯（Ⅲ），胸腺嘧啶（Ⅳ），尿嘧啶（Ｖ），丁二酸（Ⅵ）和对羟基苯丙酸（Ⅶ），其中河豚素为一新化合物，其余化合物皆系首次从河豚中分离获得。
From a water extraction of Chinese Fugu vermiculari (Temminck et schlegel),collected from North sea near Xiamen, 3 compounds named tetrodotoxin(Ⅰ), 4,9- anhydrotetrodotoxin (Ⅰ) and 4, 9-anhydrotetrodotoxin-5, 11-diether (Ⅵ)were isolated. Their structures were identified by various spectrial (IR, HNMR, CNMR, MS et al ) analysis and comparison with chemical and physical data with authentic samples reported in literatures,is 4, 9-anhydrotetrodotoxin-6, 11-diether a new alkaloid. The 4, 9-anhydrotetrodotoxin was considered as a metabolited product by the evdience of (Ac)_2O esterification of water extraction of puffer fish to form 4, 9-anhydro-5, 11-diacetyl-tetrodotoxin (Ⅴ). The co-existence of TTX hemilactal (1)-lactone (11)tautomerism in weak acidic solution was observed in ~1H and ^(13)C NMR spectra. Under CF_3COOH acidic condition,the tetrodotoxin occcurred a anhydrolation to from 4, 9-anhydrotetrodotoxin, and further rearrangment to produce 4, 9, 10, 11-dianhy- dro-tetrodotoxin, 4, 9-anhydrotetrodotoxin.
出处
《中国海洋药物》
CAS
CSCD
1999年第1期7-10,共4页
Chinese Journal of Marine Drugs
基金
天然药物及仿生药物国家重点实验室资助
关键词
虫纹东方豚
河豚素
河豚
化学成分
Fugu vermicularis (Temminck et Schlegel )
4, 9-anhydrotetrodotoxin-6, 11- diether
esterification
structural identification.
