Zoanthamine-Type Alkaloids Derived from Cultured Zoanthus kuroshio with Therapeutic Potential Against Osteoporosis

Ngoc Thac Pham; Bo Rong Peng; Huong Giang Le; You Song Cheng; Yun Shiuan Chen; Thanh Hao Huynh; Lo Yun Chen; Le Anh Tuan Nguyen; Dang T. Nguyen; Yu Chia Chang; Jui Hsin Su; Mohamed El-Shazly; Mei Hsien Lee; Kuei Hung Lai

doi:10.1021/acs.jnatprod.5c00457

Zoanthamine-Type Alkaloids Derived from Cultured Zoanthus kuroshio with Therapeutic Potential Against Osteoporosis

Ngoc Thac Pham, Bo Rong Peng, Huong Giang Le, You Song Cheng, Yun Shiuan Chen, Thanh Hao Huynh, Lo Yun Chen, Le Anh Tuan Nguyen, Dang T. Nguyen, Yu Chia Chang, Jui Hsin Su, Mohamed El-Shazly, Mei Hsien Lee, Kuei Hung Lai

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

Abstract

Extracts of the zoanthid from Zoanthus kuroshio (ZK) exhibited significant in vitro antiosteoporotic activity in MG-63 cells, prompting the use of Global Natural Products Social Molecular Networking (GNPS) to identify alkaloid-rich fractions. Subsequently, five new zoanthamine-type alkaloids, norzoabenzaldehyde (1), norzoazepanol (2), 3-acetoxynorzoanthaminone (3), 11-hydroxynorzoanthamide B (4), and 11-hydroxyzoanthamide B (5), were isolated. Structural elucidation was achieved by spectroscopic analyses, time-dependent density functional theory nuclear magnetic resonance (TDDFT-NMR) calculations, and electronic circular dichroism (ECD). The alkaloid 3-hydroxynorzoanthamine exhibited notable alkaline phosphatase activity and promoted mineralization, with an IC₅₀ value of 20 μM, underscoring its potential as a promising lead compound for the development of osteoporosis therapeutics.

Original language	English
Journal	Journal of Natural Products
DOIs	https://doi.org/10.1021/acs.jnatprod.5c00457
Publication status	Accepted/In press - 2025

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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Pham, N. T., Peng, B. R., Le, H. G., Cheng, Y. S., Chen, Y. S., Huynh, T. H., Chen, L. Y., Nguyen, L. A. T., Nguyen, D. T., Chang, Y. C., Su, J. H., El-Shazly, M., Lee, M. H., & Lai, K. H. (Accepted/In press). Zoanthamine-Type Alkaloids Derived from Cultured Zoanthus kuroshio with Therapeutic Potential Against Osteoporosis. Journal of Natural Products. https://doi.org/10.1021/acs.jnatprod.5c00457

@article{c62bdc19fd5a42c789448144812698ab,

title = "Zoanthamine-Type Alkaloids Derived from Cultured Zoanthus kuroshio with Therapeutic Potential Against Osteoporosis",

abstract = "Extracts of the zoanthid from Zoanthus kuroshio (ZK) exhibited significant in vitro antiosteoporotic activity in MG-63 cells, prompting the use of Global Natural Products Social Molecular Networking (GNPS) to identify alkaloid-rich fractions. Subsequently, five new zoanthamine-type alkaloids, norzoabenzaldehyde (1), norzoazepanol (2), 3-acetoxynorzoanthaminone (3), 11-hydroxynorzoanthamide B (4), and 11-hydroxyzoanthamide B (5), were isolated. Structural elucidation was achieved by spectroscopic analyses, time-dependent density functional theory nuclear magnetic resonance (TDDFT-NMR) calculations, and electronic circular dichroism (ECD). The alkaloid 3-hydroxynorzoanthamine exhibited notable alkaline phosphatase activity and promoted mineralization, with an IC50 value of 20 μM, underscoring its potential as a promising lead compound for the development of osteoporosis therapeutics.",

author = "Pham, \{Ngoc Thac\} and Peng, \{Bo Rong\} and Le, \{Huong Giang\} and Cheng, \{You Song\} and Chen, \{Yun Shiuan\} and Huynh, \{Thanh Hao\} and Chen, \{Lo Yun\} and Nguyen, \{Le Anh Tuan\} and Nguyen, \{Dang T.\} and Chang, \{Yu Chia\} and Su, \{Jui Hsin\} and Mohamed El-Shazly and Lee, \{Mei Hsien\} and Lai, \{Kuei Hung\}",

note = "Publisher Copyright: {\textcopyright} 2025 The Authors. Published by American Chemical Society and American Society of Pharmacognosy.",

year = "2025",

doi = "10.1021/acs.jnatprod.5c00457",

language = "English",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - Zoanthamine-Type Alkaloids Derived from Cultured Zoanthus kuroshio with Therapeutic Potential Against Osteoporosis

AU - Pham, Ngoc Thac

AU - Peng, Bo Rong

AU - Le, Huong Giang

AU - Cheng, You Song

AU - Chen, Yun Shiuan

AU - Huynh, Thanh Hao

AU - Chen, Lo Yun

AU - Nguyen, Le Anh Tuan

AU - Nguyen, Dang T.

AU - Chang, Yu Chia

AU - Su, Jui Hsin

AU - El-Shazly, Mohamed

AU - Lee, Mei Hsien

AU - Lai, Kuei Hung

PY - 2025

Y1 - 2025

N2 - Extracts of the zoanthid from Zoanthus kuroshio (ZK) exhibited significant in vitro antiosteoporotic activity in MG-63 cells, prompting the use of Global Natural Products Social Molecular Networking (GNPS) to identify alkaloid-rich fractions. Subsequently, five new zoanthamine-type alkaloids, norzoabenzaldehyde (1), norzoazepanol (2), 3-acetoxynorzoanthaminone (3), 11-hydroxynorzoanthamide B (4), and 11-hydroxyzoanthamide B (5), were isolated. Structural elucidation was achieved by spectroscopic analyses, time-dependent density functional theory nuclear magnetic resonance (TDDFT-NMR) calculations, and electronic circular dichroism (ECD). The alkaloid 3-hydroxynorzoanthamine exhibited notable alkaline phosphatase activity and promoted mineralization, with an IC50 value of 20 μM, underscoring its potential as a promising lead compound for the development of osteoporosis therapeutics.

AB - Extracts of the zoanthid from Zoanthus kuroshio (ZK) exhibited significant in vitro antiosteoporotic activity in MG-63 cells, prompting the use of Global Natural Products Social Molecular Networking (GNPS) to identify alkaloid-rich fractions. Subsequently, five new zoanthamine-type alkaloids, norzoabenzaldehyde (1), norzoazepanol (2), 3-acetoxynorzoanthaminone (3), 11-hydroxynorzoanthamide B (4), and 11-hydroxyzoanthamide B (5), were isolated. Structural elucidation was achieved by spectroscopic analyses, time-dependent density functional theory nuclear magnetic resonance (TDDFT-NMR) calculations, and electronic circular dichroism (ECD). The alkaloid 3-hydroxynorzoanthamine exhibited notable alkaline phosphatase activity and promoted mineralization, with an IC50 value of 20 μM, underscoring its potential as a promising lead compound for the development of osteoporosis therapeutics.

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JO - Journal of Natural Products

JF - Journal of Natural Products

ER -

Zoanthamine-Type Alkaloids Derived from Cultured Zoanthus kuroshio with Therapeutic Potential Against Osteoporosis

Abstract

ASJC Scopus subject areas

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