A new labdane-type diterpenoid from the leaves of <i>Vitex negundo</i> L.

Sichaem, Jirapast; Nguyen, Hoai Thuong; Nguyen, Van-Huong; Mac, Dinh Hung; Mai, Dinh-Tri; Nguyen, Hong Ha; Tran, Thi-Ngoc-Mai; Pham, Nguyen-Kim-Tuyen; Nguyen, Huu-Hung; Niamnont, Nakorn; Duong, Thuc‐Huy

doi:10.1080/14786419.2019.1672687

Cited by 14 publications

(9 citation statements)

References 18 publications

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“…Four labdane and one halimane diterpenoid from the leaves of Vitex negundo L [Verbenaceae] were isolated and tested against an ESBL-producing E. coli strain and MRSA using spiramycin as positive control. Only 78 showed significant growth inhibition against the E. coli strain (MIC > 90 mg/ml) ( Sichaem et al, 2021 ).…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial Diterpenes: Recent Development From Natural Sources

et al. 2022

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Antimicrobial resistance has been posing an alarming threat to the treatment of infectious diseases over the years. Ineffectiveness of the currently available synthetic and semisynthetic antibiotics has led the researchers to discover new molecules with potent antimicrobial activities. To overcome the emerging antimicrobial resistance, new antimicrobial compounds from natural sources might be appropriate. Secondary metabolites from natural sources could be prospective candidates in the development of new antimicrobial agents with high efficacy and less side effects. Among the natural secondary metabolites, diterpenoids are of crucial importance because of their broad spectrum of antimicrobial activity, which has put it in the center of research interest in recent years. The present work is aimed at reviewing recent literature regarding different classes of natural diterpenes and diterpenoids with significant antibacterial, antifungal, antiviral, and antiprotozoal activities along with their reported structure–activity relationships. This review has been carried out with a focus on relevant literature published in the last 5 years following the Preferred Reporting Items for Systematic Reviews and Meta-Analyses (PRISMA) guidelines. A total of 229 diterpenoids from various sources like plants, marine species, and fungi are summarized in this systematic review, including their chemical structures, classification, and significant antimicrobial activities together with their reported mechanism of action and structure–activity relationships. The outcomes herein would provide researchers with new insights to find new credible leads and to work on their synthetic and semisynthetic derivatives to develop new antimicrobial agents.

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Section: Resultsmentioning

confidence: 99%

Antimicrobial Diterpenes: Recent Development From Natural Sources

et al. 2022

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“…Three new labdane-type diterpenoids were discovered, of which two compounds, namely (3 S ,5 R ,10 S )-3-[( β -D-glucopyranosyl)oxy]-labd-8,13-dien-16,15-olide ( 97 ) and (3 S ,5 R ,10 S )-3-hydroxy-labd-8,13-dien-16,15-olide ( 98 ), were isolated from V. negundo var. heterophylla [ 101 ], while 9-epivitexnegundin ( 99 ) was also isolated from the same species [ 102 ]. Compunds 97 and 98 were reported to exhibit strong inhibitory activity against NO production, in which compound 98 was the strongest inhibitor, with an IC 50 value of 15.8 ± 1.38 μM, while compound 97 had an IC 50 value of 40.10 ± 1.30 μM.…”

Section: Secondary Metabolites Isolated From Vitex ...mentioning

confidence: 99%

“…Compound 98 also showed significant inhibition of pro-inflammatory cytokine interleukin 1-beta and 6 (IL-1β and IL-6) levels and able to inhibit inducible nitric oxide synthase (iNOS), COX-2, and NF-κB signal pathways [ 101 ]. Meanwhile, compound 99 was evaluated for its antimicrobial activity but the activity was not mentioned [ 102 ]. Another study on the V .…”

Section: Secondary Metabolites Isolated From Vitex ...mentioning

confidence: 99%

Traditional Medicinal Uses, Phytochemistry, Biological Properties, and Health Applications of Vitex sp.

Kamal

Asni

Rozlan

et al. 2022

Plants

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The genus Vitex is also known as a chaste tree, in which it is a large shrub native to the tropical and subtropical regions of the world. A diverse range of species is distributed throughout Southern Europe, the Mediterranean, and Central Asia. The Vitex tree, including its leaves and fruits, has been used for herbal remedies in the form of pastes, decoctions, and dried fruits since ancient times. This article aimed to prepare a comprehensive review of traditional uses and secondary metabolites derived from Vitex sp., including the chemical compounds, biological activities, application of Vitex in human clinical trials, toxicology and safety, marketed products, and patents. The scientific findings were obtained using a number of search engines and databases, including Google Scholar, PMC, and ScienceDirect. Vitex species are well known in pharmacology to have medicinal values, such as anti-inflammatory, antibacterial, antifungal, antimicrobial, antioxidant, and anticancer properties. Previous studies reported that some species are proven to be effective in treating diseases, such as diabetes, and improving female health. A total of 161 compounds from different Vitex species are reported, covering the literature from 1982 to 2022. A chemical analysis report of various studies identified that Vitex exhibited a wide range of phytoconstituents, such as iridoid, diterpenoid, ecdysteroid, and flavonoid and phenolic compounds. Apart from that, the review will also discuss the application of Vitex in human clinical trials, toxicology and safety, marketed products, and patents of the genus. While the extracts of the genus have been made into many commercial products, including supplements and essential oils, most of them are made to be used by women to improve menstrual conditions and relieve premenstrual syndrome. Among the species, Vitex agnus-castus L. is the only one that has been reported to undergo clinical trials, mainly related to the use of the genus for the treatment of mastalgia, menstrual bleeding problems, amenorrhea, menorrhagia, luteal insufficiency, and premenstrual syndrome. Overall, the review addresses recent therapeutic breakthroughs and identifies research gaps that should be explored for prospective research work.

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“…Vitex negundo L. (Verbenaceae) is a species of shrub that is widely distributed throughout South Asia, Japan, East Africa, and Latin America. [15] The leaves are used as an antibacterial, antitumor, astringent, febrifuge, sedative, tonic, and to alleviate rheumatism. [16] The traditional value of V. negundo as a medicine has been formally investigated.…”

Section: Introductionmentioning

confidence: 99%

New Halogenated Flavonoids from Adenosma bracteosum and Vitex negundo and Their α‐Glucosidase Inhibition

Nguyen,

Duong,

Truong Nguyen

et al. 2023

Chemistry & Biodiversity

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Adenosma bracteosum and Vitex negundo are natural sources of methoxylated flavonoids. Little is known about the α-glucosidase inhibition of multi-methoxylated flavonoid derivatives. Eighteen natural flavonoids were isolated from A. bracteosum and V. negundo. Seven halogenated derivatives were synthesized. Their chemical structures were elucidated by extensive NMR analysis and high-resolution mass spectroscopy as well as comparisons in literature. All compounds were evaluated for their α-glucosidase inhibition. Most compounds showed good activity with IC 50 values ranging from 16.7 to 421.8 μM. 6,8-Dibromocatechin was the most active compound with an IC 50 value of 16.7 μM. A molecular docking study was conducted, indicating that those compounds are potent α-glucosidase inhibitors.

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A new labdane-type diterpenoid from the leaves of Vitex negundo L.

Cited by 14 publications

References 18 publications

Antimicrobial Diterpenes: Recent Development From Natural Sources

Antimicrobial Diterpenes: Recent Development From Natural Sources

Traditional Medicinal Uses, Phytochemistry, Biological Properties, and Health Applications of Vitex sp.

New Halogenated Flavonoids from Adenosma bracteosum and Vitex negundo and Their α‐Glucosidase Inhibition

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