Sorbicillinoid Derivatives From Sponge-Derived Fungus Trichoderma reesei (HN-2016-018)

Saif Ur Rehman; Lu-Jia Yang; Ya-Hui Zhang; Jing-Shuai Wu; Ting Shi; Waqas Haider; Chang-Lun Shao; Chang-Yun Wang

doi:10.3389/fmicb.2020.01334

Sorbicillinoid Derivatives From Sponge-Derived Fungus Trichoderma reesei (HN-2016-018)

Front Microbiol. 2020 Jun 23:11:1334. doi: 10.3389/fmicb.2020.01334. eCollection 2020.

Authors

Saif Ur Rehman^{1

2

3

4}, Lu-Jia Yang^{1

2

3}, Ya-Hui Zhang^{1

2

3}, Jing-Shuai Wu^{1

2

3}, Ting Shi^{1

2

3}, Waqas Haider^{1

2

3}, Chang-Lun Shao^{1

2

3}, Chang-Yun Wang^{1

2

3}

Affiliations

¹ Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, China.
² Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao, China.
³ Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao, China.
⁴ Department of Pharmacy, Faculty of Medical and Health Sciences, University of Poonch Rawalakot, Rawalakot, Pakistan.

Abstract

Six new sorbicillinoids, trichoreeseione A (1) and B (2), trichodermolide B (3), 13-hydroxy-trichodermolide (4), 24-hydroxy-trichodimerol (5), 15-hydroxy-bisvertinol (7), together with three known analogs, trichodimerol (6), 24-hydroxy-bisvertinol (8), and bisvertinol (9), were isolated from the sponge-derived fungus Trichoderma reesei (HN-2016-018). Their structures including absolute configurations were elucidated by analysis of NMR, MS data, and calculated ECD spectra. Compounds 1 and 2 with a characteristic naphthalene-trione ring were firstly reported in sorbicillinoid family. Compounds 3 and 4 were two rare sorbicillinoids containing a unique bicycle [3.2.1] lactone skeleton, while 3 with a propan-2-one moiety was also recorded first time in this family. Compound 5 displayed cytotoxic activity against A549, MCF-7, and HCT116 cell lines with the IC₅₀ values of 5.1, 9.5, and 13.7 μM, respectively.

Keywords: Trichoderma reesei; cytotoxic activity; naphthalene-trione; sorbicillinoid; sponge-derived fungus.