A new hexacyclic triterpenoid with 13<italic>α</italic>,27-cyclopropane ring from <italic>Glechoma longituba</italic>

Qian Zhang; Mei-long LU; Tian-zi Liu; Yue-ting Zhang; Ao Zhu; Li-li Ding; Zhu-zhen Han; Li-hua GU; Zheng-tao Wang

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A new hexacyclic triterpenoid with 13α,27-cyclopropane ring from Glechoma longituba

VernacularTitle:连钱草中1个具有13α,27-环丙烷结构的新六环三萜
Author: Qian ZHANG ^{1
,

2
,

3} ; Mei-long LU ^{1
,

2
,

3} ; Tian-zi LIU ^{1
,

2
,

3} ; Yue-ting ZHANG ^{1
,

2
,

3} ; Ao ZHU ^{1
,

2
,

3} ; Li-li DING ^{1
,

2
,

3} ; Zhu-zhen HAN ^{1
,

2
,

3} ; Li-hua GU ^{1
,

2
,

3} ; Zheng-tao WANG ^{1
,

2
,

3}
Author Information

1. The MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China
2. Shanghai R&
3. D Center for Standardization of Chinese Medicines, Shanghai 201203, China
Publication Type:Research Article
Keywords: Glechomae Herba; italic>Glechoma longituba (Nakai) Kupr.; hexacyclic triterpene; chemical composition; anticoagulation
From: Acta Pharmaceutica Sinica 2024;59(5):1334-1340
CountryChina
Language:Chinese
Abstract: In order to study the compounds from Glechoma longituba (Nakai) Kupr. and explore the substance bases of its dissipating blood stasis, MCI, silica gel, Sephadex LH-20, ODS column chromatography and preparative thin layer chromatography were used to isolate and purify the compounds. The structures were identified by MS, 1D NMR, and 2D NMR spectra analysis, etc. Eight triterpenoids were isolated from dichloromethane fraction of ethanol extract from G. longituba and identified as 2α,3α,16β-trihydroxy-13α,27-cyclours-11-en-28-oic acid (1), 28-norurs-12-ene-3β,17β-diol (2), 28-norolean-12-ene-3β,17β-diol (3), oleanonic acid (4), 3β,13β-dihydroxyurs-11-en-28-oic acid (5), uvaol (6), oleanolic acid (7), ursolic acid (8). Compound 1 is a new hexacyclic triterpene with 13α,27-cyclopropane structure, named euscaphic acid H; compounds 2 and 3 were isolated from Lamiaceae for the first time while compounds 4 and 5 were isolated from this genus. The in vitro anticoagulant activity of triterpenoids was evaluated by four coagulation indexes (activated partial thromboplastin time, APTT; thrombin time, TT; prothrombin time, PT; fibrinogen, FIB). Among them, compounds 1 and 6 showed obvious anticoagulant effects.