Study on the absolute configuration and biological activity of rotenoids from the leaves and twigs of Millettia pyrrhocarpa Mattapha, Forest & Hawkins, sp. Nov

• Published in: BMC complementary and alternative medicine Vol. 23; no. 1; p. 147
• Main Authors: Sananboonudom, Suda, Kaewnoi, Atchara, Pompimon, Wilart, Narakaew, Samroeng, Jiajaroen, Suwadee, Chainok, Kittipong, Nuntasaen, Narong, Suksen, Kanoknetr, Chairoungdua, Arthit, Limthongkul, Jitra, Naparswad, Chanita, Pikulthong, Suttiporn, Meepowpan, Puttinan, Wingwon, Boonthawan, Charoenphakinrattana, Nichapa, Udomputtimekakul, Phansuang
• Format: Journal Article
• Language: English
• Published: England BioMed Central Ltd 04.05.2023; BioMed Central; BMC
• Subjects: Absolute configuration; Acetates; Acetic acid; Adenocarcinoma; Anti-HIV activity; Antibacterial activity; Antiviral activity; Bacteria; Bioactive compounds; Biocompatibility; Biological activity; Cancer; Cholangiocarcinoma; Chromatography; Cytotoxicity; E coli; Esters; Ethanol; Ethyl acetate; Fabaceae: Faboideae; Hepatocellular carcinoma; Hexanes; HIV; Human immunodeficiency virus; Humans; Lead compounds; Leaves; Lung cancer; Metabolites; Millettia; Millettia pyrrhocarpa; New species; Phytochemicals; Plant Extracts - chemistry; Plant Extracts - pharmacology; Rotenoids; Strains (organisms); Toxicity; Tumor cell lines; Viruses; Thailand; Anti-HIV activity; Antibacterial activity; Cytotoxicity; Fabaceae: Faboideae; Rotenoids; Millettia pyrrhocarpa
• ISSN: 2662-7671; 2662-7671; 1472-6882
• DOI: 10.1186/s12906-023-03963-4

M. pyrrhocarpa is a new plant in the Fabaceae: Faboideae family that is found in Thailand. A literature search revealed that the Milletia genus is rich in bioactive compounds possessing a wide range of biological activities. In this study, we aimed to isolate novel bioactive compounds and to study their bioactivities. The hexane, ethyl acetate, and methanol extracts from the leaves and twigs of M. pyrrhocarpa were isolated and purified using chromatography techniques. These extracts and pure compounds were tested in vitro for their inhibitory activities against nine strains of bacteria, as well as their anti-HIV-1 virus activity and cytotoxicity against eight cancer cell lines. Three rotenoids, named 6aS, 12aS, 12S-elliptinol (1), 6aS, 12aS, 12S-munduserol (2), dehydromunduserone (3), and crude extracts were evaluated for antibacterial, anti-HIV, and cytotoxic activities. It was found that compounds 1-3 inhibited the growth of nine strains of bacteria, and the best MIC/MBC values were obtained at 3/ > 3 mg/mL. The hexane extract showed anti-HIV-1 RT with the highest %inhibition at 81.27 at 200 mg/mL, while 6aS, 12aS, 12S-elliptinol (1) reduced syncytium formation in 1A2 cells with a maximum EC value of 4.48 μM. Furthermore, 6aS, 12aS, 12S-elliptinol (1) showed cytotoxicity against A549 and Hep G2 cells with maximum ED values of 2.27 and 3.94 μg/mL. This study led to the isolation of constituents with potential for medicinal application, providing compounds (1-3) as lead compounds against nine strains of bacteria. The hexane extract showed the highest %inhibition of HIV-1 virus, Compound 1 showed the best EC in reducing syncytium formation in 1A2 cells, and it also showed the best ED against human lung adenocarcinoma (A549) and human hepatocellular carcinoma (Hep G2). The isolated compounds from M. pyrrhocarpa offered significant potential for future medicinal application studies.