Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression

Tu Cam Le; Sultan Pulat; Jihye Lee; Geum Jin Kim; Haerin Kim; Eun Young Lee; Prima F. Hillman; Hyukjae Choi; Inho Yang; Dong Chan Oh; Hangun Kim; Sang Jip Nam; William Fenical

doi:10.1021/acsomega.1c04520

Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression

Tu Cam Le
, Sultan Pulat
, Jihye Lee
, Geum Jin Kim
, Haerin Kim
, Eun Young Lee
, Prima F. Hillman
, Hyukjae Choi
, Inho Yang
, Dong Chan Oh
, Hangun Kim
, Sang Jip Nam
, William Fenical

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

A cyclic depsipeptide, nobilamide I (1), along with the known peptide A-3302-B/TL-119 (2), was isolated from the saline cultivation of the marine-derived bacterium Saccharomonospora sp., strain CNQ-490. The planar structure of 1 was elucidated by interpretation of 1D and 2D NMR and MS spectroscopic data. The absolute configurations of the amino acids in 1 were assigned by using the C3 Marfey's analysis and comparing them with those of 2 based on their biosynthetic pathways. Nobilamide I (1) decreased cell motility by inhibiting epithelial-mesenchymal transition markers in A549 (lung cancer), AGS (gastric cancer), and Caco2 (colorectal cancer) cell lines. In addition, 1 modulated the expression of the matrix metalloproteinase (MMP) family (MMP2 and MMP9) in the three cell lines.

Original language	English
Pages (from-to)	1722-1732
Number of pages	11
Journal	ACS Omega
Volume	7
Issue number	2
DOIs	https://doi.org/10.1021/acsomega.1c04520
State	Published - 18 Jan 2022

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© 2022 The Authors. Published by American Chemical Society.

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Le, T. C., Pulat, S., Lee, J., Kim, G. J., Kim, H., Lee, E. Y., Hillman, P. F., Choi, H., Yang, I., Oh, D. C., Kim, H., Nam, S. J., & Fenical, W. (2022). Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression. ACS Omega, 7(2), 1722-1732. https://doi.org/10.1021/acsomega.1c04520

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title = "Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression",

abstract = "A cyclic depsipeptide, nobilamide I (1), along with the known peptide A-3302-B/TL-119 (2), was isolated from the saline cultivation of the marine-derived bacterium Saccharomonospora sp., strain CNQ-490. The planar structure of 1 was elucidated by interpretation of 1D and 2D NMR and MS spectroscopic data. The absolute configurations of the amino acids in 1 were assigned by using the C3 Marfey's analysis and comparing them with those of 2 based on their biosynthetic pathways. Nobilamide I (1) decreased cell motility by inhibiting epithelial-mesenchymal transition markers in A549 (lung cancer), AGS (gastric cancer), and Caco2 (colorectal cancer) cell lines. In addition, 1 modulated the expression of the matrix metalloproteinase (MMP) family (MMP2 and MMP9) in the three cell lines.",

author = "Le, \{Tu Cam\} and Sultan Pulat and Jihye Lee and Kim, \{Geum Jin\} and Haerin Kim and Lee, \{Eun Young\} and Hillman, \{Prima F.\} and Hyukjae Choi and Inho Yang and Oh, \{Dong Chan\} and Hangun Kim and Nam, \{Sang Jip\} and William Fenical",

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doi = "10.1021/acsomega.1c04520",

language = "English",

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T1 - Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression

AU - Le, Tu Cam

AU - Pulat, Sultan

AU - Lee, Jihye

AU - Kim, Geum Jin

AU - Kim, Haerin

AU - Lee, Eun Young

AU - Hillman, Prima F.

AU - Choi, Hyukjae

AU - Yang, Inho

AU - Oh, Dong Chan

AU - Kim, Hangun

AU - Nam, Sang Jip

AU - Fenical, William

PY - 2022/1/18

Y1 - 2022/1/18

N2 - A cyclic depsipeptide, nobilamide I (1), along with the known peptide A-3302-B/TL-119 (2), was isolated from the saline cultivation of the marine-derived bacterium Saccharomonospora sp., strain CNQ-490. The planar structure of 1 was elucidated by interpretation of 1D and 2D NMR and MS spectroscopic data. The absolute configurations of the amino acids in 1 were assigned by using the C3 Marfey's analysis and comparing them with those of 2 based on their biosynthetic pathways. Nobilamide I (1) decreased cell motility by inhibiting epithelial-mesenchymal transition markers in A549 (lung cancer), AGS (gastric cancer), and Caco2 (colorectal cancer) cell lines. In addition, 1 modulated the expression of the matrix metalloproteinase (MMP) family (MMP2 and MMP9) in the three cell lines.

AB - A cyclic depsipeptide, nobilamide I (1), along with the known peptide A-3302-B/TL-119 (2), was isolated from the saline cultivation of the marine-derived bacterium Saccharomonospora sp., strain CNQ-490. The planar structure of 1 was elucidated by interpretation of 1D and 2D NMR and MS spectroscopic data. The absolute configurations of the amino acids in 1 were assigned by using the C3 Marfey's analysis and comparing them with those of 2 based on their biosynthetic pathways. Nobilamide I (1) decreased cell motility by inhibiting epithelial-mesenchymal transition markers in A549 (lung cancer), AGS (gastric cancer), and Caco2 (colorectal cancer) cell lines. In addition, 1 modulated the expression of the matrix metalloproteinase (MMP) family (MMP2 and MMP9) in the three cell lines.

UR - https://www.scopus.com/pages/publications/85122740434

U2 - 10.1021/acsomega.1c04520

DO - 10.1021/acsomega.1c04520

M3 - Article

AN - SCOPUS:85122740434

SN - 2470-1343

VL - 7

SP - 1722

EP - 1732

JO - ACS Omega

JF - ACS Omega

IS - 2

ER -

Marine Depsipeptide Nobilamide i Inhibits Cancer Cell Motility and Tumorigenicity via Suppressing Epithelial-Mesenchymal Transition and MMP2/9 Expression

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