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1.
J Nat Med ; 78(3): 558-567, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38517622

RESUMO

A total of five new mexicanolides (1-5), namely alliaxylines A-E, together with two known limonoids 6 and 7, were isolated and identified from Dysoxylum alliaceum (Blume) Blume ex. A.Juss. (Meliaceae). The structures of these compounds were elucidated based on extensive spectroscopic analyses, including HR-ESI-MS, UV, IR, 1D, and 2D NMR, as well as theoretical stimulation of NMR shifts with the DP4 + algorithm. Consequently, this study aimed to examine cytotoxic activities of these compounds against MCF-7 and A549 cell lines. The results implied that compound 2 was the most potent against the two tested cells, with IC50 values of 34.95 ± 0.21 and 44.39 ± 1.03 µM.


Assuntos
Limoninas , Meliaceae , Casca de Planta , Humanos , Meliaceae/química , Casca de Planta/química , Limoninas/química , Limoninas/farmacologia , Limoninas/isolamento & purificação , Estrutura Molecular , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Células MCF-7 , Células A549 , Linhagem Celular Tumoral , Espectroscopia de Ressonância Magnética , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Caules de Planta/química
2.
Molecules ; 28(12)2023 Jun 20.
Artigo em Inglês | MEDLINE | ID: mdl-37375428

RESUMO

Sesquiterpenoids, an important class of natural products possessing three isoprene-derived units, are widely distributed across plants and have a variety of biological activities. All sesquiterpenoids are derived from farnesyl pyrophosphate (FPP), a biosynthesis precursor that can form various carbon skeletons. In order to provide a reference for further research and development of these compounds, this review focused on the increasing number of isolated and volatile sesquiterpenoids found to be produced by plants of the Meliaceae family between 1968 and 2023. The related articles were collected from SciFinder, Google Scholar, and PubMed. According to a literature review, several studies were started for more than 55 years on the plant's stem barks, twigs, leaves, flowers, seeds, and pericarps, where approximately 413 sesquiterpenoid compounds from several groups such as eudesmane, aromadendrane, cadinane, guaiane, bisabolane, furanoeremophilane, humulene, germacrane, and oppositane-type were isolated and identified with some minor products. Additionally, the hypothetical route of sesquiterpenoids biosynthesis from this family was identified, and eudesmane-type was reported to be 27% of the total compounds. The antimicrobial, antidiabetic, antioxidant, antiplasmodial, antiviral, and cytotoxic activities of the isolated compounds and major volatile sesquiterpenoids constituent on essential oil were also evaluated. The result showed the fundamental of using the sesquiterpenoid compounds from the Meliaceae family in traditional medicine and the discovery of new drugs.


Assuntos
Meliaceae , Sesquiterpenos de Eudesmano , Sesquiterpenos , Medicina Tradicional , Flores , Sesquiterpenos/farmacologia , Estrutura Molecular
3.
J Asian Nat Prod Res ; 25(11): 1117-1124, 2023 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-37017205

RESUMO

A new ergostane-type steroid named (22E)-3α,6α,9α-ergosta-7,22-diene-3,6,9-triol (1), along with six known steroids 5α,8α-epidioxy-24-ethyl-cholest-6-en-3ß-ol (2), ergosterol-5,8-peroxide (3), cerevisterol (4), isocyathisterol (5), 6ß-hydroxystigmast-4-en-3-one (6), 6ß-hydroxy-4-campesten-3-one (7), were isolated from the fermented unpolished rice media by Periconia pseudobyssoides K5 (Periconiaceae), an endophytic fungus from medicinal plant Toona sureni (Meliaceae). The fermentation takes at 28 ± 2 °C for 30 days. The structure of new steroid (1) was elucidated by extensive spectroscopic measurements (IR, HR-ESI-TOFMS, and 1D and 2D NMR) analyses. The isolated compounds (1-7) were evaluated for heme polymerization inhibition assay (HPIA). The IC50 HPIA value of 1 is 8.24 ± 0.03 mg/ml.


Assuntos
Ascomicetos , Meliaceae , Toona , Polimerização , Esteroides/química , Estrutura Molecular
4.
Arch Pharm Res ; 45(2): 63-89, 2022 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-35099681

RESUMO

This study aims to analyze the ethnobotanical, chemical, and biological activities of triterpenoid compounds isolated from the Dysoxylum genus of the Meliaceae family between 1974 and 2021. The species are mainly distributed in Africa, Asia, and Australia, and used as a traditional medicine to treat various diseases. Triterpenoid was first isolated in 1976 and as tetranortriterpenoid or limonoid, it was named dysobinin. Several studies were conducted for more than 40 years on the plants' stems, bark, and leaves, where approximately 279 triterpenoid compounds from several groups such as dammarane, nortriterpenoid, oleanane, lupane, tirucallane, cyclolanostane, or cycloartane, glabretal, and cycloapoeuphane-types were isolated with some synthetic products. In addition, the hypothetical route of triterpenes biosynthesis from this genus was identified, and tirucallane-type were reported to be 37.6% of the total compounds. The anti-malarial, anti-feedant, antimicrobial, anti-inflammatory, antioxidant, vasodilative effect, anti-viral, cortisone reductase, and cytotoxic activities of the extract were also evaluated. The results showed the necessity of using the triterpenoid compounds from the Dysoxylum genus in traditional medicine and the discovery of new drugs.


Assuntos
Meliaceae , Extratos Vegetais/farmacologia , Triterpenos/farmacologia , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Descoberta de Drogas , Humanos , Fitoterapia , Extratos Vegetais/química , Triterpenos/química
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