Cochlioquinone derivatives produced by coculture of endophytes, Clonostachys rosea and Nectria pseudotrichia

Ferry Ferdiansyah Sofian; Takuma Suzuki; Unang Supratman; Desi Harneti; Rani Maharani; Supriatno Salam; Fajar Fauzi Abdullah; Takuya Koseki; Kurumi Tanaka; Ken-Ichi Kimura; Yoshihito Shiono

doi:10.1016/j.fitote.2021.105056

Cochlioquinone derivatives produced by coculture of endophytes, Clonostachys rosea and Nectria pseudotrichia

Fitoterapia. 2021 Nov:155:105056. doi: 10.1016/j.fitote.2021.105056. Epub 2021 Oct 6.

Authors

Affiliations

¹ The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan.
² Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan.
³ Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia.
⁴ Faculty of Pharmacy, Universitas Mulawarman, Samarinda 75123, Kalimantan Timur, Indonesia.
⁵ Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Garut, Garut 44151, Indonesia.
⁶ Graduate School of Arts and Sciences, Iwate University, Morioka, Iwate 020-8550, Japan.
⁷ The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan; Graduate School of Arts and Sciences, Iwate University, Morioka, Iwate 020-8550, Japan.
⁸ The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan; Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan. Electronic address: yshiono@tds1.tr.yamagata-u.ac.jp.

PMID: 34626738
DOI: 10.1016/j.fitote.2021.105056

Abstract

Three new meroterpenoid derivatives, furanocochlioquinol (1) and furanocochlioquinone (2), as well as nectrianolin D (3), together with two known biogenetically related compounds 4 and 5 were isolated from a mixed culture of two mangrove-derived fungi, Clonostachys rosea B5-2 and Nectria pseudotrichia B69-1. The structures of 1-3 were deduced based on the interpretation of HRMS and NMR data. Compounds 1-5 exhibited cytotoxicity against human promyelocytic leukemia (HL60) cells with IC₅₀ values ranging from 0.47 to 10.16 μM.

Keywords: Coculture; Cytotoxicity; Endophyte; Furanocochlioquinol; Furanocochlioquinone; Nectrianolin.

MeSH terms

Antineoplastic Agents / isolation & purification
Antineoplastic Agents / pharmacology*
Biological Products / isolation & purification
Biological Products / pharmacology
Coculture Techniques
Endophytes / chemistry
HL-60 Cells
Humans
Hypocreales / chemistry*
Indonesia
Molecular Structure
Nectria / chemistry*
Rhizophoraceae / microbiology*
Terpenes / isolation & purification
Terpenes / pharmacology*

Substances

Antineoplastic Agents
Biological Products
Terpenes

Supplementary concepts

Clonostachys rosea
Nectria pseudotrichia