Marinobazzanan, a Bazzanane-Type Sesquiterpenoid, Suppresses the Cell Motility and Tumorigenesis in Cancer Cells

Sultan Pulat, Prima F. Hillman, Sojeong Kim, Ratnakar N. Asolkar, Haerin Kim, Rui Zhou, İsa Taş, Chathurika D.B. Gamage, Mücahit Varlı, So Yeon Park, Sung Chul Park, Inho Yang, Jongheon Shin, Dong Chan Oh, Hangun Kim, Sang Jip Nam, William Fenical

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Marinobazzanan (1), a new bazzanane-type sesquiterpenoid, was isolated from a marine-derived fungus belonging to the genus Acremonium. The chemical structure of 1 was elucidated using NMR and mass spectroscopic data, while the relative configurations were established through the analysis of NOESY data. The absolute configurations of 1 were determined by the modified Mosher’s method as well as vibrational circular dichroism (VCD) spectra calculation and it was determined as 6R, 7R, 9R, and 10R. It was found that compound 1 was not cytotoxic to human cancer cells, including A549 (lung cancer), AGS (gastric cancer), and Caco-2 (colorectal cancer) below the concentration of 25 μM. However, compound 1 was shown to significantly decrease cancer-cell migration and invasion and soft-agar colony-formation ability at concentrations ranging from 1 to 5 μM by downregulating the expression level of KITENIN and upregulating the expression level of KAI1. Compound 1 suppressed β-catenin-mediated TOPFLASH activity and its downstream targets in AGS, A549, and Caco-2 and slightly suppressed the Notch signal pathway in three cancer cells. Furthermore, 1 also reduced the number of metastatic nodules in an intraperitoneal xenograft mouse model.

Original languageEnglish
Article number153
JournalMarine Drugs
Volume21
Issue number3
DOIs
StatePublished - Mar 2023

Bibliographical note

Funding Information:
This research was supported by the National Research Foundation of Korea grant funded by the Korean Government (Ministry of Science and ICT; no. 2021R1A4A2001251 to S.-J.N.) and in part by the US NIH National Cancer Institute (grant CA R37044848 to W.F.).

Publisher Copyright:
© 2023 by the authors.

Keywords

  • Acremoniumsp
  • anticancer
  • bazzanane-type sesquiterpenoid
  • cytotoxicity
  • marinobazzanan

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