Structure elucidation of a new friedelane triterpene from the mangrove plant <i>Hibiscus tiliaceus</i>

Li, Liya; Huang, Xueshi; Sattler, Isabel; Fu, Hongzheng; Grabley, Susanne; Lin, Wenhan

doi:10.1002/mrc.1802

Cited by 19 publications

(12 citation statements)

References 11 publications

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“…H. tiliaceus L. (Malvaceae) is used in folk medicine for treating fevers, to soothe coughs, dysentery, and ear infections. A primary chemical examination of this plant indicated that the main components were oleane-type triterpenes, with these co-occurring with the friedelin-type (Li et al 2006). An examination of the fermentation broth of the Phomopsis sp.…”

Section: Mangrove Endophytic Fungimentioning

confidence: 99%

Biodiversity and biotechnological potential of mangrove-associated fungi

Cheng

Pan

Tang

et al. 2009

Journal of Forestry Research

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This review describes the present hot research areas of mangrove-associated fungi, including its biodiversity, ecological roles, novel metabolites productions and biotechnological potential. Mangrove-associated fungi were divided into saprophytic, parasitic and true symbiotic fungi based on its ecological roles. Saprophytic fungi are fundamental to decomposition and energy flow of mangrove, additionally, their potential toxicity also exists. Pathogenic fungi have significant effects on mangrove survival, growth, and fitness. Endophytic fungi, the most prolific source of diverse bioactive compounds found among that of mangrove-associated fungi, are found in most species of mangroves. Although a significant number of reports focused on the antimicrobial, insecticidal and other bioactive metabolites as well as many novel enzymes isolated from mangrove-associated fungi, and many of those metabolites from endophytic fungi are suspected to be of significant to mangrove, only few studies have provided convincing evidence for symbiotic producers in mangrove. Hence, this paper discusses the present progress of molecular methods used to correlate the ecological roles of endophytic fungi with their bioactive metabolites; , meanwhile, the potential of using metabolic engineering and post-genomic approaches to isolate more novel enzymes and bioactive compounds and to make their possible commercial application was also discussed.

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Section: Mangrove Endophytic Fungimentioning

confidence: 99%

Biodiversity and biotechnological potential of mangrove-associated fungi

Cheng

Pan

Tang

et al. 2009

Journal of Forestry Research

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“…In China, this species is mainly distributed along the southern and southeastern coastlines [1]. This plant is used as traditional medicine in Asia and Africa to treat diseases such as fever, cough, phlegm, and dysentery [2]. Previous investigations centered on H. tiliaceus led to the isolation of a series of oleanane-and friedelane-type triterpenoids [2].…”

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confidence: 99%

“…To the best of our knowledge, the present investigation represents the first isolation of this type of compounds from mangrove plants. The isolation of compounds 1 -3 represents a new addition to the molecular diversity of Hibiscus tiliaceus, compared with other types of triterpenoids isolated from the same species [2].…”

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confidence: 99%

“…This plant is used as traditional medicine in Asia and Africa to treat diseases such as fever, cough, phlegm, and dysentery [2]. Previous investigations centered on H. tiliaceus led to the isolation of a series of oleanane-and friedelane-type triterpenoids [2]. As part of our interests in the chemical investigation of mangrove plants [3], a systematic study of the aqueous EtOH extract of H. tiliaceus was carried out, and eight triterpenoids, thereof three of the new nigrum-type, namely, (20E)-22-hydroxynigrum-20-en-3-one 1 ) (1), 21b-hydroxynigrum-22(29)-en-3-one 1 ) (2), and 21a-hydroxynigrum-22(29)-en-3-one 13 C-NMR spectrum revealed the presence of 30 C-atoms which were classified by DEPT experiments as eight Me, nine CH 2 , and seven CH groups, and six quaternary C-atoms.…”

mentioning

confidence: 99%

“…Three new triterpenoids with the rarely occurring nigrum skeleton, namely (20E)-22-hydroxynigrum-20-en-3-one (1), 21b-hydroxynigrum-22(29)-en-3-one (2), and 21a-hydroxynigrum-22(29)-en-3-one (3), were isolated from the mangrove plant Hibiscus tiliaceus. Additionally, five known triterpenoids including friedelin (4), 12-oleanen-3b-ol (5), 3b-hydroxy-12-oleanen-28-oic acid (6), 20(29)-lupen-3b,28-diol (7), and cucurbita-5,23-dien-3b,25-diol (8) were also isolated and identified.…”

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Triterpenoids from the Mangrove Plant Hibiscus tiliaceus

Feng

et al. 2008

Helvetica Chimica Acta

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Three new triterpenoids with the rarely occurring nigrum skeleton, namely (20E)-22-hydroxynigrum-20-en-3-one (1), 21b-hydroxynigrum-22(29)-en-3-one (2), and 21a-hydroxynigrum-22(29)-en-3-one (3), were isolated from the mangrove plant Hibiscus tiliaceus. Additionally, five known triterpenoids including friedelin (4), 12-oleanen-3b-ol (5), 3b-hydroxy-12-oleanen-28-oic acid (6), 20(29)-lupen-3b,28-diol (7), and cucurbita-5,23-dien-3b,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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