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Triterpenoids from the Mangrove Plant Hibiscus tiliaceus

Chao Feng, Xiaoming Li, Nai‐Yun Ji, Bin‐Gui Wang

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Abstract

Abstract Three new triterpenoids with the rarely occurring nigrum skeleton, namely (20E)‐22‐hydroxynigrum‐20‐en‐3‐one (1), 21β‐hydroxynigrum‐22(29)‐en‐3‐one (2), and 21α‐hydroxynigrum‐22(29)‐en‐3‐one (3), were isolated from the mangrove plant Hibiscus tiliaceus. Additionally, five known triterpenoids including friedelin (4), 12‐oleanen‐3β‐ol (5), 3β‐hydroxy‐12‐oleanen‐28‐oic acid (6), 20(29)‐lupen‐3β,28‐diol (7), and cucurbita‐5,23‐dien‐3β,25‐diol (8) were also isolated and identified. The latter structures were elucidated by a detailed NMR and MS analyses, as well as by comparison with reported literature data.

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What this paper is about

Abstract Three new triterpenoids with the rarely occurring nigrum skeleton, namely (20E)‐22‐hydroxynigrum‐20‐en‐3‐one (1), 21β‐hydroxynigrum‐22(29)‐en‐3‐one (2), and 21α‐hydroxynigrum‐22(29)‐en‐3‐one (3), were isolated from the mangrove plant Hibiscus tiliaceus. Additionally, five known triterpenoids including friedelin (4), 12‐oleanen‐3β‐ol (5), 3β‐hydroxy‐12‐oleanen‐28‐oic acid (6), 20(29)‐lupen‐3β,28‐diol (7), and cucurbita‐5,23‐dien‐3β,25‐diol (8) were also isolated and identified. The latter structures were elucidated by a detailed NMR and MS analyses, as well as by comparison with reported literature data.

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Available abstract

Abstract Three new triterpenoids with the rarely occurring nigrum skeleton, namely (20E)‐22‐hydroxynigrum‐20‐en‐3‐one (1), 21β‐hydroxynigrum‐22(29)‐en‐3‐one (2), and 21α‐hydroxynigrum‐22(29)‐en‐3‐one (3), were isolated from the mangrove plant Hibiscus tiliaceus. Additionally, five known triterpenoids including friedelin (4), 12‐oleanen‐3β‐ol (5), 3β‐hydroxy‐12‐oleanen‐28‐oic acid (6), 20(29)‐lupen‐3β,28‐diol (7), and cucurbita‐5,23‐dien‐3β,25‐diol (8) were also isolated and identified. The latter structures were elucidated by a detailed NMR and MS analyses, as well as by comparison with reported literature data.

Key concepts: Friedelin, Hibiscus, Chemistry, Triterpenoid, Mangrove, Botany, Stereochemistry, Terpene

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