Synthesis of terpenoid compounds from α-santonin

Banerjee, Ajoy K.; Vera, William J.; Gonzalez, N. C.

doi:10.1016/s0040-4020(01)80397-5

Cited by 45 publications

(7 citation statements)

References 42 publications

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“…435 A review of the conversion of a-santonin into other sesquiterpene lactones, such as eudesma-12,6-olides and eudesma-12,8-olides, has been published. 436 Chemical, enzymatic and microbiological methods have been used in the transformation of santonin into sivasinolide and yomogin analogues. 437 Ultrasound has been used to enhance the rate of the reductive cleavage of sesquiterpene c-enone-lactones.…”

Section: Eudesmane Carboxylic Acidsmentioning

confidence: 99%

Eudesmane sesquiterpenoids from the Asteraceae family

2006

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Section: Eudesmane Carboxylic Acidsmentioning

confidence: 99%

Eudesmane sesquiterpenoids from the Asteraceae family

2006

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“…Consequently, their synthesis has received particular attention in the past few decades, 16,17 in addition to the fact that these compounds are often the starting materials for the semisynthesis of other products. [18][19][20] Microbial hydroxylation of terpenoids 21 has been used for the selective functionalization of many of these compounds and constitutes an important alternative to chemical methods, enabling the specific access to remote positions on the molecule under mild reaction conditions. Therefore, we have previously described several biotransformations of diverse eudesmane substrates by different filamentous fungi, and we have isolated metabolites in which we observed both regio-and stereoselective hydroxylation.…”

Section: Introductionmentioning

confidence: 99%

Improved microbiological hydroxylation of sesquiterpenoids: semisynthesis, structural determination and biotransformation studies of cyclic sulfite eudesmane derivatives

2003

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Two new cyclic sulfite eudesmane derivatives have been investigated. Their (R) and (S) sulfur configuration and the structural arrangement of their "A" rings have been assigned by means of their 13C and 1H NMR chemical shifts and have been confirmed by single-crystal X-ray analyses. Microbial-transformation of these epimer cyclic sulfites and their dihydroxyeudesmane precursor have been studied using the hydroxylating fungus Rhizopus nigricans. Increased biocatalysis rates and considerable differences in the biotransformation of both cyclic sulfite eudesmanes have been found. Promising 8alpha,11-dihydroxy derivatives have been isolated from the (S)-diastereomer bioconversion.

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“…It has also been identified in plants of other species, such as Taraxacum platycarpum [ 279 ] and Anthemis scrobicularis [ 280 ]. Achillin biosynthesis pathway starts with the eudesmane skeleton of α-santonin, and involves the hydrolysis of an acetate precursor, followed by epimerization at C-11 and finishing with an allylic oxidation [ 281 ].…”

Section: Some Sesquiterpene Lactones Constituents Of Artmentioning

confidence: 99%

Research Advances on Health Effects of Edible Artemisia Species and Some Sesquiterpene Lactones Constituents

Трендафилова

Moujir

Sousa

et al. 2020

Foods

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The genus Artemisia, often known collectively as “wormwood”, has aroused great interest in the scientific community, pharmaceutical and food industries, generating many studies on the most varied aspects of these plants. In this review, the most recent evidence on health effects of edible Artemisia species and some of its constituents are presented and discussed, based on studies published until 2020, available in the Scopus, Web of Sciences and PubMed databases, related to food applications, nutritional and sesquiterpene lactones composition, and their therapeutic effects supported by in vivo and clinical studies. The analysis of more than 300 selected articles highlights the beneficial effect on health and the high clinical relevance of several Artemisia species besides some sesquiterpene lactones constituents and their derivatives. From an integrated perspective, as it includes therapeutic and nutritional properties, without ignoring some adverse effects described in the literature, this review shows the great potential of Artemisia plants and some of their constituents as dietary supplements, functional foods and as the source of new, more efficient, and safe medicines. Despite all the benefits demonstrated, some gaps need to be filled, mainly related to the use of raw Artemisia extracts, such as its standardization and clinical trials on adverse effects and its health care efficacy.

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Synthesis of terpenoid compounds from α-santonin

Cited by 45 publications

References 42 publications

Eudesmane sesquiterpenoids from the Asteraceae family

Eudesmane sesquiterpenoids from the Asteraceae family

Improved microbiological hydroxylation of sesquiterpenoids: semisynthesis, structural determination and biotransformation studies of cyclic sulfite eudesmane derivatives

Research Advances on Health Effects of Edible Artemisia Species and Some Sesquiterpene Lactones Constituents

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