ANNONACEOUS ACETOGENINS FROM THE SEEDS OF ANNONA-SQUAMOSA - ADJACENT BIS-TETRAHYDROFURANIC ACETOGENINS
ANNONACEOUS ACETOGENINS FROM THE SEEDS OF ANNONA-SQUAMOSA - ADJACENT BIS-TETRAHYDROFURANIC ACETOGENINS
复制标题
DOI：
10.1248/cpb.42.1163
复制
发表时间：
1994-06-01
影响因子：
1.7
通讯作者：
FUJIMOTO, Y
中科院分区：
文献类型：
--
作者：
SAHAI, M;SINGH, S;FUJIMOTO, Y
squamosa L.种子的石油醚提取物除squamocin(1)和squamostatin-A外，还可获得13种相邻和4种非相邻的双四氢呋喃乙酰原素。13种乙酰原蛋白的结构分别为：- b(2)、-C(3)、-D(4)、-E(5)、-F(6)、-G(7)、-H(8)、-I(9)、-J（10）、-K（11）、-L（12）、-M（13）和-N（14）。Squamocins-B, -D, -E, -F, -I， -K和-N是新的乙酰素。这些乙酰原的结构在碳数（C,，或C，，）、羟基的数目和位置（取代在C-4、C-12、C-28或C-29上）和组织氢呋喃部分的立体化学上各不相同。Squamocin-N（14）在其双四氢呋喃部分具有前所未有的三顺三顺三顺立体化学。非对映异构体对9和10的共现是值得注意的。
The petroleum ether extract of the seeds of Annona squamosa L. yielded thirteen adjacent and four non-adjacent bis-tetrahydrofuranic acetogenins, in addition to squamocin (1) and squamostatin-A. The structures of the thirteen acetogenins, named as squamocins-B (2), -C (3), -D (4), -E (5), -F (6), -G (7), -H (8), -I (9), -J (10), -K (11), -L (12), -M (13) and -N (14), have been established on the basis of spectral evidence. Squamocins-B, -D, -E, -F, -I, -K and -N are new acetogenins. The structures of these acetogenins vary in the carbon number (C,, or C,,), the number and position of hydroxyl groups (substituted at C-4, C-12, C-28 or C-29) and the stereochemistry at the histetrahydrofuran moiety. Squamocin-N (14) has an unprecedented threo-cis-threo-cis-threo eo stereochemistry in its bis-tetrahydrofuran portion. Co-occurrence of a diastereoisomeric pair, 9 and 10, is noteworthy.