2. Academic Validation
  3. Antiviral Rotenoids and Isoflavones Isolated from Millettia oblata ssp. teitensis

Antiviral Rotenoids and Isoflavones Isolated from Millettia oblata ssp. teitensis

  • J Nat Prod. 2024 Apr 26;87(4):1003-1012. doi: 10.1021/acs.jnatprod.3c01288.
Ivan Kiganda 1 2,  Jonathan Bogaerts 3,  Lianne H E Wieske 2,  Tsegaye Deyou 4,  Yoseph Atilaw 2,  Colores Uwamariya 5,  Masum Miah 5,  Joanna Said 5,  Albert Ndakala 1,  Hoseah M Akala 6,  Wouter Herrebout 3,  Edward Trybala 5,  Tomas Bergström 5,  Abiy Yenesew 1,  Mate Erdelyi 2
Affiliations

Affiliations

  • 1 Department of Chemistry, University of Nairobi, P.O. Box 30197, 00100 Nairobi, Kenya.
  • 2 Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden.
  • 3 Department of Chemistry, University of Antwerp, 2020 Antwerp, Belgium.
  • 4 Department of Chemistry, Salale University, P.O. Box 245, QPVQ+6C7, Fitche, Ethiopia.
  • 5 Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden.
  • 6 Walter Reed Army Institute of Research - Africa (WRAIR-A), Kenya Medical Research Institute (KEMRI), P.O. Box 54, 40100 Kisumu, Kenya.
PMID: 38579352 DOI: 10.1021/acs.jnatprod.3c01288
Abstract

Three new (1-3) and six known rotenoids (5-10), along with three known Isoflavones (11-13), were isolated from the leaves of Millettia oblata ssp. teitensis. A new glycosylated isoflavone (4), four known Isoflavones (14-18), and one known chalcone (19) were isolated from the root wood extract of the same plant. The structures were elucidated by NMR and mass spectrometric analyses. The absolute configuration of the chiral compounds was established by a comparison of experimental ECD and VCD data with those calculated for the possible stereoisomers. This is the first report on the use of VCD to assign the absolute configuration of rotenoids. The crude leaves and root wood extracts displayed anti-RSV (human respiratory syncytial virus) activity with IC50 values of 0.7 and 3.4 μg/mL, respectively. Compounds 6, 8, 10, 11, and 14 showed anti-RSV activity with IC50 values of 0.4-10 μM, while compound 3 exhibited anti-HRV-2 (human rhinovirus 2) activity with an IC50 of 4.2 μM. Most of the compounds showed low cytotoxicity for laryngeal carcinoma (HEp-2) cells; however compounds 3, 11, and 14 exhibited low cytotoxicity also in primary lung fibroblasts. This is the first report on rotenoids showing Antiviral activity against RSV and HRV viruses.

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