Daldiniaeschsone A, a Rare Tricyclic Polyketide Having a Chromone Unit Fused to a δ-Lactone and Its Symmetrical Biphenyl Dimer, Daldiniaeschsone B, from an Endophytic Fungus Daldinia eschscholtzii SDBR-CMUNKC745

Natnicha Wutthiwong; Virayu Suthiphasilp; Aknarin Pintatum; Nakarin Suwannarach; Jaturong Kumla; Saisamorn Lumyong; Tharakorn Maneerat; Rawiwan Charoensup; Sarot Cheenpracha; Thunwadee Limtharakul; Stephen G Pyne; Surat Laphookhieo

doi:10.3390/jof7050358

Daldiniaeschsone A, a Rare Tricyclic Polyketide Having a Chromone Unit Fused to a δ-Lactone and Its Symmetrical Biphenyl Dimer, Daldiniaeschsone B, from an Endophytic Fungus Daldinia eschscholtzii SDBR-CMUNKC745

J Fungi (Basel). 2021 May 2;7(5):358. doi: 10.3390/jof7050358.

Authors

Natnicha Wutthiwong^{1

2}, Virayu Suthiphasilp³, Aknarin Pintatum³, Nakarin Suwannarach^{1

2}, Jaturong Kumla^{1

2}, Saisamorn Lumyong^{1

2

4}, Tharakorn Maneerat^{3

5}, Rawiwan Charoensup^{5

6}, Sarot Cheenpracha⁷, Thunwadee Limtharakul⁸, Stephen G Pyne⁹, Surat Laphookhieo^{3

5}

Affiliations

¹ Department of Biology, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand.
² Research Center of Microbial Diversity and Sustainable Utilization, Chiang Mai University, Chiang Mai 50200, Thailand.
³ Center of Chemical Innovation for Sustainability (CIS), School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
⁴ Academy of Science, The Royal Society of Thailand, Bangkok 10300, Thailand.
⁵ Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai 57100, Thailand.
⁶ School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand.
⁷ School of Science, University of Phayao, Phayao 56000, Thailand.
⁸ 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.
⁹ School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, NSW 2522, Australia.

Abstract

Daldiniaeschsone A (1), a rare tricyclic polyketide having a chromone unit fused to a δ-lactone and its symmetrical 6,6'-biphenyl dimer, daldiniaeschsone B (2), together with three known compounds (3-5), were isolated from a plant-derived endophytic fungus, Daldinia eschscholtzii SDBR-CMUNKC745. Their structures were elucidated by extensive 1D and 2D NMR spectroscopic data and HRESIMS. All compounds showed α-glucosidase inhibitory activity with IC₅₀ values ranging from 0.16-0.85 mM and compound 1 was the best α-glucosidase inhibitory activity (IC₅₀ = 0.16 mM).

Keywords: Daldinia eschscholtzii SDBR-CMUNKC745; biphenyl dimer; chromone; tricyclic polyketide; α-glucosidase inhibitory activity.

Grants and funding

DBG6280007/Thailand Science Research and Innovation