来自维洛齐奥氏拟灯藓和宽叶拟灯藓的新萘并吡喃酮糖苷。

New naphthopyranone glycosides from Paepalanthus vellozioides and Paepalanthus latipes.

作者信息

Vilegas W, Dokkeddal A L, Piacente S, Rastrelli L, Pizza C

机构信息

Universidade Estadual Paulista, Instituto de Quimica de Araraquara, Caixa Postal 355, 14800-900 Araraquara, SP, Brazil.

出版信息

J Nat Prod. 1999 May;62(5):746-9. doi: 10.1021/np980082t.

DOI:10.1021/np980082t

PMID:10346959

Abstract

Three new compounds-3, 4-dihydro-10-hydroxy-7-methoxy-3-(R)-methyl-1H-3,4-dihydronaphtho- ]2, 3c]-pyran-1-one-9-O-beta-D-glucopyranoside (1), 3, 4-dihydro-10-hydroxy-7-methoxy-3-(R)-methyl-1H-3,4-dihydronaphtho- [2, 3c]-pyran-1-one-9-O-beta-D-glucopyranosyl-(1-->6)-glucopyranoside (2), and 3,4-dihydro-10-dihydroxy-7-methoxy-3-(R)-methyl-1H-3, 4-dihydronaphtho-[2,3c]-pyran-1-one-9-O-beta-D-allopyranosyl (1-->6)glucopyranoside (3)-were isolated from the leaves of Paepalanthus vellozioides and Paepalanthus latipes and characterized by spectrometric methods, mainly electrospray mass spectrometry and 1D and 2D NMR experiments. These unusual glycosylated dihydronaphthopyranones may serve as taxonomic markers of the genus Paepalanthus, since these compounds were not detected in other genera belonging to the Eriocaulaceae family.

摘要

从维洛齐奥氏伞莎草和宽叶伞莎草的叶子中分离出了三种新化合物——3,4-二氢-10-羟基-7-甲氧基-3-(R)-甲基-1H-3,4-二氢萘并[2,3c]吡喃-1-酮-9-O-β-D-吡喃葡萄糖苷（1）、3,4-二氢-10-羟基-7-甲氧基-3-(R)-甲基-1H-3,4-二氢萘并[2,3c]吡喃-1-酮-9-O-β-D-吡喃葡萄糖基-(1→6)-吡喃葡萄糖苷（2）以及3,4-二氢-10-二羟基-7-甲氧基-3-(R)-甲基-1H-3,4-二氢萘并[2,3c]吡喃-1-酮-9-O-β-D-阿洛吡喃糖基(1→6)吡喃葡萄糖苷（3），并通过光谱法进行了表征，主要是电喷雾质谱法以及一维和二维核磁共振实验。这些不同寻常的糖基化二氢萘并吡喃酮可能作为伞莎草属的分类标记，因为在谷精草科的其他属中未检测到这些化合物。