Scalarane Sesterterpenoids with Antibacterial and Anti-Proliferative Activities from the Mushroom Neonothopanus&nbsp;nambi.

Awat Wisetsai,Sureeporn Bua-Art,Sarawut Tontapha,Vittaya Amornkitbamrung,Thanaset Senawong,Sophon Boonlue,Florian T Schevenels,Thanapat Suebrasri,Ratsami Lekphrom

doi:10.3390/molecules26247667

Scalarane Sesterterpenoids with Antibacterial and Anti-Proliferative Activities from the Mushroom Neonothopanus nambi.

Awat Wisetsai, Sureeporn Bua-Art + Show 7 more

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https://doi.org/10.3390/molecules26247667

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Abstract

Seven undescribed scalarane sesterterpenoids, nambiscalaranes B–H (1–7), together with two known compounds, nambiscalarane (8) and aurisin A (9) were isolated from the cultured mycelium of the luminescent mushroom Neonothopanus nambi. Their structures were elucidated by thorough analysis of their 1D and 2D NMR spectroscopic data. The absolute configurations of 1–8 were determined by electronic circular dichroism (ECD) calculations and optical rotation measurements. The isolated sesterterpenoids were evaluated against A549, HT29, HeLa, and HCT-116 cancer cell lines, and against five bacterial strains. Compounds 3, 5, and 7 showed strong cytotoxicity against HCT-116 cell line, with IC50 values ranging from 13.41 to 16.53 µM, and showed no cytotoxicity towards Vero cells. Moreover, compound 8 inhibited the growth of Bacillus subtilis with a MIC value of 8 µg/mL, which was equivalent to the MIC value of the standard kanamycin.

Highlights

IntroductionThe luminescent mushroom Neonothopanus nambi belongs to the Omphalotaceae family
The luminescent mushroom Neonothopanus nambi belongs to the Omphalotaceae family.It is known as ‘Hed Ruang Sang Sirin-ratsami’ or ‘Sirin-ratsami mushroom’ in Thai [1]
The dried cultured mycelium of N. nambi was extracted with ethyl acetate (EtOAc)

Summary

Introduction

The luminescent mushroom Neonothopanus nambi belongs to the Omphalotaceae family. It is known as ‘Hed Ruang Sang Sirin-ratsami’ or ‘Sirin-ratsami mushroom’ in Thai [1]. Previous agricultural studies have shown that N. nambi can induce systemic resistance against root-knot nematodes such as Meloidogyne incognita in tomato plants [2,3]. N. nambi produces diverse secondary metabolites that seemed to greatly vary in nature based on the conditions of its culture (Figure S1 and Table S1). Our previous work showed that potato dextrose broth led to the production of sesquiterpenoids (and dimers) as well as terphenyls and benzoquinones [1,4]. Yeast malt agar conditions led to the isolation of more diverse secondary metabolites. One of them was a scalarane sesterterpenoid, named nambiscalarane (8) [5]

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