Sarcoglaucone A, a novel sarsolenane-related diterpenoid from the soft coral Sarcophyton glaucum

Yue-Wen Chuang; Atallah F. Ahmed; Hsiao-Ling Chung; Yueh-Wen Liu; Su-Ying Chien; Yu-Chi Lin; Chia-Ching Liaw; Yu-Jen Wu; Jing-Ru Weng; Quoc Vu Pham; Jui-Hsin Su; Jyh-Horng Sheu; Ping-Jyun Sung

doi:10.1039/D5RA09073C

Sarcoglaucone A, a novel sarsolenane-related diterpenoid from the soft coral Sarcophyton glaucum

Yue-Wen Chuang,†^ab Atallah F. Ahmed,

†^cd Hsiao-Ling Chung,^ab Yueh-Wen Liu,^e Su-Ying Chien,^f Yu-Chi Lin,

^g Chia-Ching Liaw,

^ghijk Yu-Jen Wu,^l Jing-Ru Weng,

^a Quoc Vu Pham,^m Jui-Hsin Su,

*^abn Jyh-Horng Sheu*^ao and Ping-Jyun Sung

*^abhpqrs

Author affiliations

* Corresponding authors

^a Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804201, Taiwan
E-mail: sheu@mail.nsysu.edu.tw

^b National Museum of Marine Biology and Aquarium, Pingtung 944401, Taiwan
E-mail: pjsung@nmmba.gov.tw, x2219@nmmba.gov.tw

^c Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia

^d Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt

^e Department of Cosmetics and Fashion Styling, Cheng Shiu University, Kaohsiung 833301, Taiwan

^f X-Ray Laboratory, The Institute of Chemistry, Academia Sinica, Taipei 115201, Taiwan

^g National Research Institute of Chinese Medicine, MOHW, Taipei 112026, Taiwan

^h Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807378, Taiwan

ⁱ Department of Pharmacy, College of Pharmaceutical Sciences, National Yang Ming Chian Tung University, Taipei 112304, Taiwan

^j School of Chinese Medicine, College of Medicine, National Yang Ming Chian Tung University, Taipei 112304, Taiwan

^k Department of Biochemical Science and Technology, National Chiayi University, Chiayi 600355, Taiwan

^l Yu Jun Biotechnology Co., Ltd, Donggang, Pingtung 928003, Taiwan

^m Graduate Institute of Pharmacognosy, College of Pharmacy, Taipei Medical University, Taipei 110301, Taiwan

ⁿ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944401, Taiwan

^o Department of Medical Research, China Medical University Hospital, China Medical University, Taichung 404327, Taiwan

^p Chinese Medicine Research and Development Center, China Medical University Hospital, China Medical University, Taichung 404327, Taiwan

^q PhD Program in Pharmaceutical Biotechnology, Fu Jen Catholic University, New Taipei City 242062, Taiwan

^r Department of Biochemistry and Molecular Medicine, National Dong Hwa University, Hualien 974301, Taiwan

^s School of Medicine, Kaohsiung Medical University, Kaohsiung 807378, Taiwan

Abstract

Two sarsolenane-type diterpenoids, including a known compound, dihydrosarsolenone (1), and a novel metabolite, sarcoglaucone A (2), were isolated from the soft coral Sarcophyton glaucum, collected off the coast of Taiwan. The absolute configuration of dihydrosarsolenone (1) was determined by single-crystal X-ray difraction (SC-XRD) analysis for the first time in this study. The structure of sarsolenane 2 was established on the basis of spectroscopic analysis and further confirmed by SC-XRD analysis. One aspect of the stereochemistry of the known sarsolenanes 1 (dihydrosarsolenone) and methyl dihydrosarsolenoneate was revised. Sarsolenane 1 was found to exhibit activity in enhancing alkaline phosphatase (ALP) activity in human osteoblast-like cells (MG63).

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Sarcoglaucone A, a novel sarsolenane-related diterpenoid from the soft coral Sarcophyton glaucum

Abstract

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