Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis

Hai Nhat Do; Yu Ta Chen; Su Ying Chien; You Ying Chen; Mingzi M. Zhang; Lun Kelvin Tsou; Jih Jung Chen; Zhi Hong Wen; Yi Hao Lo; Li Guo Zheng; Ping Jyun Sung

doi:10.1039/d4ra03062a

Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis

Hai Nhat Do, Yu Ta Chen, Su Ying Chien, You Ying Chen, Mingzi M. Zhang, Lun Kelvin Tsou, Jih Jung Chen, Zhi Hong Wen, Yi Hao Lo, Li Guo Zheng^*, Ping Jyun Sung^*

^*Corresponding author for this work

Faculty of Pharmacy

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

1 Scopus citations

Abstract

The chemical screening of an octocoral identifed as Junceella fragilis has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.

Original language	English
Pages (from-to)	17195-17201
Number of pages	7
Journal	RSC Advances
Volume	14
Issue number	24
DOIs	https://doi.org/10.1039/d4ra03062a
State	Published - 28 May 2024

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title = "Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis",

abstract = "The chemical screening of an octocoral identifed as Junceella fragilis has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.",

author = "Do, \{Hai Nhat\} and Chen, \{Yu Ta\} and Chien, \{Su Ying\} and Chen, \{You Ying\} and Zhang, \{Mingzi M.\} and Tsou, \{Lun Kelvin\} and Chen, \{Jih Jung\} and Wen, \{Zhi Hong\} and Lo, \{Yi Hao\} and Zheng, \{Li Guo\} and Sung, \{Ping Jyun\}",

note = "Publisher Copyright: {\textcopyright} 2024 The Royal Society of Chemistry.",

year = "2024",

month = may,

day = "28",

doi = "10.1039/d4ra03062a",

language = "English",

volume = "14",

pages = "17195--17201",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis

AU - Do, Hai Nhat

AU - Chen, Yu Ta

AU - Chien, Su Ying

AU - Chen, You Ying

AU - Zhang, Mingzi M.

AU - Tsou, Lun Kelvin

AU - Chen, Jih Jung

AU - Wen, Zhi Hong

AU - Lo, Yi Hao

AU - Zheng, Li Guo

AU - Sung, Ping Jyun

PY - 2024/5/28

Y1 - 2024/5/28

N2 - The chemical screening of an octocoral identifed as Junceella fragilis has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.

AB - The chemical screening of an octocoral identifed as Junceella fragilis has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.

UR - https://www.scopus.com/pages/publications/85194499933

U2 - 10.1039/d4ra03062a

DO - 10.1039/d4ra03062a

M3 - Article

AN - SCOPUS:85194499933

SN - 2046-2069

VL - 14

SP - 17195

EP - 17201

JO - RSC Advances

JF - RSC Advances

IS - 24

ER -

Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis

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