2. Academic Validation
  3. Antibacterial and Inhibitory Activities against Nitric Oxide Production of Coumaronochromones and Prenylated Isoflavones from Millettia extensa

Antibacterial and Inhibitory Activities against Nitric Oxide Production of Coumaronochromones and Prenylated Isoflavones from Millettia extensa

  • J Nat Prod. 2019 Aug 23;82(8):2343-2348. doi: 10.1021/acs.jnatprod.9b00216.
Achara Raksat 1 2,  Wisanu Maneerat 1 2,  Narawadee Rujanapun 3,  Raymond J Andersen 4,  Stephen G Pyne 5,  Surat Laphookhieo 1 2
Affiliations

Affiliations

  • 1 Center of Chemical Innovation for Sustainability (CIS) , Mae Fah Luang University , Chiang Rai 57100 , Thailand.
  • 2 School of Science , Mae Fah Luang University , Chiang Rai 57100 , Thailand.
  • 3 Center of Excellence in Medicinal Plants and Thai Traditional Medicine , Mae Fah Luang University , Chiang Rai 57100 , Thailand.
  • 4 Department of Chemistry and Department of Earth, Ocean & Atmospheric Sciences , University of British Columbia , 2036 Main Mall , Vancouver , BC , Canada V6T 1Z1.
  • 5 School of Chemistry and Molecular Biosciences , University of Wollongong , Wollongong , New South Wales 2522 , Australia.
PMID: 31403786 DOI: 10.1021/acs.jnatprod.9b00216
Abstract

A chemical investigation of leaf and root extracts of Millettia extensa led to the isolation and structural elucidation of four new prenylated Isoflavones, millexatins G-J (1-4), and three new coumaronochromones, millexatins K-M (5-7), along with 16 known compounds. The structures of the new compounds were determined on the basis of NMR and MS data. Compound 4 is a rare isoflavone having a 2-hydroxyethyl moiety at C-8, whereas the structures of compounds 5-7 formally arise from a ring closure through HO-2' and C-2. The absolute configurations at the C-2 and C-3 positions of 5 and 6 were determined from their ECD spectra through comparison with those of previously reported compounds. Most of compounds were evaluated for their inhibitory effects against nitric oxide (NO) production on RAW264.7 macrophages and their Antibacterial activities. Compounds 18 and 19 inhibited NO production with IC50 values of 8.5 and 14.3 μM, respectively. Compounds 13 and 14 showed Antibacterial activity against various Gram-positive bacteria with MIC values ranging from 2 to 8 μg/mL.

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