Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis.

Wannee Sukbangnop, Anowar Hosen, Sakchai Hongthong, Chutima Kuhakarn, Patoomratana Tuchinda, Suppisak Chaturonrutsamee, Sariyarach Thanasansurapong, Radeekorn Akkarawongsapat, Jitra Limthongkul, Chanita Napaswad, Arthit Chairoungdua, Kanoknetr Suksen, Narong Nuntasaen, Vichai Reutrakul

Journal: Fitoterapia 2021;151():104885

PMID: 33766743

Full Text on Elsevier Science View on PubMed

Abstract

Four previously undescribed tetrahydrofuran lignans, named anorisols A-D (1-4) and fourteen known compounds (5-18) were isolated from the roots, stems, leaves and twigs of Anogeissus rivularis. The chemical structures were elucidated on the basis of their spectroscopic data and by comparison with the literature data. The absolute configurations of 1-4 were established by comparison of the experimental ECD spectra with the calculated ECD spectra. Some isolated compounds were evaluated for their cytotoxic activity as well as anti-HIV-1 activity employing reverse transcriptase (RT) and syncytium reduction assays using the MC99 virus in 1A2 cell line systems. Compound 6 displayed the most potent activity in syncytium inhibition assay with effective concentration at 50% (EC) value of 13.3 μM (SI >3.0). In the reverse transcriptase assay, compound 1 exhibited moderate activity with IC value of 213.9 μM.

Address: Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand.; Centre for Advanced Research in Sciences(CARS), University of Dhaka, Dhaka 1000, Bangladesh.; Divison of Biological Chemistry and Alternative Energy, Faculty of Science and Technology, Rajabhat Rajanagarindra University, Chachoengsao 24000, Thailand.; Research and Innovation Department, International Laboratories Corp., Ltd., Bang Phli, Samut Prakan 10540, Thailand.; Department of Microbiology, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand.; Department of Physiology, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand.; The Forest Herbarium, Department of National Parks, Wildlife and Plant Conservation, Ministry of Natural Resources and Environment, Bangkok 10900, Thailand.; Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand. Electronic address: [email protected].

DOI: 10.1016/j.fitote.2021.104885

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MeSH Terms: Anti-HIV Agents, Antineoplastic Agents, Phytogenic, Cell Line, Tumor, Combretaceae, Furans, Humans, Lignans, Molecular Structure, Phytochemicals, Plant Leaves, Plant Roots, Plant Stems, Reverse Transcriptase Inhibitors, Thailand