Macluracochinones A-E, antimicrobial flavonoids from Maclura cochinchinensis (Lour.) Corner

Isaraporn Polbuppha; Virayu Suthiphasilp; Tharakorn Maneerat; Rawiwan Charoensup; Thunwadee Limtharakul; Sarot Cheenpracha; Stephen G Pyne; Surat Laphookhieo

doi:10.1016/j.phytochem.2021.112773

Macluracochinones A-E, antimicrobial flavonoids from Maclura cochinchinensis (Lour.) Corner

Phytochemistry. 2021 Jul:187:112773. doi: 10.1016/j.phytochem.2021.112773. Epub 2021 Apr 16.

Authors

Isaraporn Polbuppha¹, Virayu Suthiphasilp², Tharakorn Maneerat³, Rawiwan Charoensup⁴, Thunwadee Limtharakul⁵, Sarot Cheenpracha⁶, Stephen G Pyne⁷, Surat Laphookhieo⁸

Affiliations

¹ Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand; School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, New South Wales, 2522, Australia.
² Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand.
³ Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand; Medicinal Plant Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand.
⁴ Medicinal Plant Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand; School of Integrative Medicine, Mae Fah Luang University, Chiang Rai, 57100, Thailand.
⁵ Department of Chemistry, Faculty of Science and Research Center on Chemistry for Development of Health Promoting Products from Northern Resources, Chiang Mai University, Chiang Mai, 50200, Thailand.
⁶ School of Science, University of Phayao, Phayao, 56000, Thailand.
⁷ School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, New South Wales, 2522, Australia. Electronic address: spyne@uow.edu.au.
⁸ Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand; Medicinal Plant Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand. Electronic address: surat.lap@mfu.ac.th.

PMID: 33873019
DOI: 10.1016/j.phytochem.2021.112773

Abstract

The phytochemical investigation of the fruit and leaf extracts of Maclura cochinchinensis (Lour.) Corner (Moraceae) resulted in the isolation and identification of four undescribed isoflavones (macluracochinones A-D) and one undescribed flavone (macluracochinone E), together with 24 known compounds. The structures of the undescribed compounds were elucidated using nuclear magnetic resonance (NMR) and high-resolution electrospray ionization time-of-flight mass spectrometry (HRESITOFMS) experiments. Gancaonin M, lupiwighteone, lupalbigenin, warangalone, auriculatin, and millexatin F displayed good antibacterial activities against Gram-positive bacteria with MIC values in the range of 1-8 μg/mL. Lupalbigenin showed strong activities against methicillin-resistant Staphylococcus aureus (MRSA) and S. aureus with the same MIC value of 1 μg/mL.

Keywords: Antimicrobial activity; Flavone; Flavonoids; Isoflavones; Maclura cochinchinensis; Moraceae.

MeSH terms

Anti-Bacterial Agents / pharmacology
Anti-Infective Agents* / pharmacology
Flavonoids / pharmacology
Maclura*
Methicillin-Resistant Staphylococcus aureus*
Microbial Sensitivity Tests
Plant Extracts
Staphylococcus aureus

Substances

Anti-Bacterial Agents
Anti-Infective Agents
Flavonoids
Plant Extracts