Labdanes and megastigmanes from Vitex negundo var. heterophylla

Xu, Jiamin; Hu, Bei-Chen; Yuan, Lei; Wu, Yanli; Luan, Shanshan; Yuan, Ting; Wang, Dun; Chen, Lixia

doi:10.1016/j.fitote.2019.104265

Cited by 11 publications

(11 citation statements)

References 33 publications

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“…Moreover, agnuside was also found to inhibit vascular permeability and leukocyte migration in rat models (Pandey et al, 2012). Other groups of compounds, such as triterpenoid, lignan, labdane and megastimane derivatives, also exhibited potent inhibitory activities on NO production in lipopolysaccharide (LPS)induced inflammation in RAW264.7 macrophages and microglial BV-2 cells (Hu et al, 2016;Li et al, 2014;Xu et al, 2019).…”

Section: Chronic Anti-inflammatory Effects Of the V Negundo Leavesmentioning

confidence: 99%

Phytochemical investigation on Vitex negundo leaves and their anti-inflammatory and analgesic activities

Nguyen

Thi

Pham

et al. 2022

Braz. J. Pharm. Sci.

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The phytochemical investigation on Vitex negundo leaves has led to the isolation of one new iridoid glucoside (8α-hydroxy-4-carboxyl-5βH-9βH-iridoid-1α-O-(6′-O-(6,7-dihydrofoliamenthonyl)β-ᴅ-glucopyranoside, 3), together with three known compounds, namely agnuside (1), 6′-O-Ecaffeoylmussaenosidic acid (2), and 3,5-dicaffeoylquinic acid (4). The HPLC analytical study was also performed to quantify the content of agnuside (1) in dried leaves. The results indicated the very high content of 1 (3.04 ± 0.02%). The method was also validated by various parameters, including linearity (R 2 = 0.9999), precision (intra-day RSD ≤ 2.50%, inter-day RSD= 0.76%), and accuracy (recovery rates 96.58-101.86%). The animal testing data showed that the extract did not reduce pain at the doses of 9.6 and 28.8 g /kg (leaf weight/body weight) in the hot plates and pain measuring models but showed the pain reduction in the acetic acid-induced pain model. The extract at the dose of 5.6 g/kg (leaf weight/body weight) also had effects on the acute inflammation in the carrageenin-induced edema model. The extract at the dose 9.6 and 28.8 g/ kg (leaf weight/body weight) also showed significant chronic anti-inflammation, comparable to methylprednisolone at the dose 10 mg/kg on the mouse peritoneal.

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Section: Chronic Anti-inflammatory Effects Of the V Negundo Leavesmentioning

confidence: 99%

Phytochemical investigation on Vitex negundo leaves and their anti-inflammatory and analgesic activities

Nguyen

Thi

Pham

et al. 2022

Braz. J. Pharm. Sci.

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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%

“…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. 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 ].…”

Section: Secondary Metabolites Isolated From Vitex ...mentioning

confidence: 99%

“…heterophylla and named as (9 R )- O - β -D-glucopyranosyloxy-2,5-megastigmen-4-one ( 139 ) and (3 S ,4 R )-dihydroxy-7,8-dihydro- β -ionone4- O - β -D-glucopyranoside ( 140 and 140a ). Both compounds demonstrated pronounced anti-inflammatory activity with IC 50 > 100 μM, respectively [ 101 ].…”

Section: Secondary Metabolites Isolated From Vitex ...mentioning

confidence: 99%

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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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“…In the extracts, the terpenoids and flavonoids could be used as potential anti-inflammatory candidates for the development of drugs or functional foods (Xu et al. 2019 ). At the same time, V. negundo has the ability to remove heavy metal pollution.…”

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confidence: 99%

The chloroplast genome sequence and characteristic analysis of Vitex negundo var. heterophylla (Franch.) Rehder

Zheng

2021

Mitochondrial DNA Part B

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Labdanes and megastigmanes from Vitex negundo var. heterophylla

Cited by 11 publications

References 33 publications

Phytochemical investigation on Vitex negundo leaves and their anti-inflammatory and analgesic activities

Phytochemical investigation on Vitex negundo leaves and their anti-inflammatory and analgesic activities

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

The chloroplast genome sequence and characteristic analysis of Vitex negundo var. heterophylla (Franch.) Rehder

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