Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.

Dongyup Hahn; Dong Hwan Won; Bora Mun; Hiyoung Kim; Chulkyeong Han; Weihong Wang; Taeho Chun; Sunhee Park; Dajeong Yoon; Hyukjae Choi; Sang Jip Nam; Merrick Ekins; Jungwook Chin; Heonjoong Kang

doi:10.1016/j.bmcl.2013.02.061

Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.

Dongyup Hahn
, Dong Hwan Won
, Bora Mun
, Hiyoung Kim
, Chulkyeong Han
, Weihong Wang
, Taeho Chun
, Sunhee Park
, Dajeong Yoon
, Hyukjae Choi
, Sang Jip Nam
, Merrick Ekins
, Jungwook Chin
, Heonjoong Kang

School of Food Science & Biotechnology

Seoul National University
Yeungnam University
Ewha Womans University
Queensland Museum

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

19 Scopus citations

Abstract

Three novel scalarane sesterterpenes were isolated from a Korean marine sponge, Psammocinia sp., along with four known derivatives. Their structures were elucidated on the basis of NMR, MS and IR spectroscopic data. The three new compounds are 12-deacetoxy-23-hydroxyscalaradial (1), 12-dehydroxy-23- hydroxyhyrtiolide (2) and 12-O-acetyl-16-deacetoxy-23-acetoxyscalarafuran (3), respectively, and the four known compounds are 12-deacetoxy-23- hydroxyheteronemin (4), 12-deacetoxy-23-acetoxy-19-O-acetylscalarin (5), 12-deacetoxy-23-O-acetoxyheteronemin (6) and 12-deacetoxyscalaradial (7). They exhibited cytotoxicity against intractable human cancer cell lines A498, ACHN, MIA-paca and PANC-1, with an IC₅₀ range of 0.4-48 μM.

Original language	English
Pages (from-to)	2336-2339
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	8
DOIs	https://doi.org/10.1016/j.bmcl.2013.02.061
State	Published - 15 Apr 2013

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being
SDG 14 Life Below Water

Keywords

Cytotoxicity
Pancreatic cancer cell lines
Psammocinia sp.
Renal cancer cell lines
Scalarane
Sesterterpenoid

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10.1016/j.bmcl.2013.02.061

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title = "Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.",

abstract = "Three novel scalarane sesterterpenes were isolated from a Korean marine sponge, Psammocinia sp., along with four known derivatives. Their structures were elucidated on the basis of NMR, MS and IR spectroscopic data. The three new compounds are 12-deacetoxy-23-hydroxyscalaradial (1), 12-dehydroxy-23- hydroxyhyrtiolide (2) and 12-O-acetyl-16-deacetoxy-23-acetoxyscalarafuran (3), respectively, and the four known compounds are 12-deacetoxy-23- hydroxyheteronemin (4), 12-deacetoxy-23-acetoxy-19-O-acetylscalarin (5), 12-deacetoxy-23-O-acetoxyheteronemin (6) and 12-deacetoxyscalaradial (7). They exhibited cytotoxicity against intractable human cancer cell lines A498, ACHN, MIA-paca and PANC-1, with an IC50 range of 0.4-48 μM.",

keywords = "Cytotoxicity, Pancreatic cancer cell lines, Psammocinia sp., Renal cancer cell lines, Scalarane, Sesterterpenoid",

author = "Dongyup Hahn and Won, \{Dong Hwan\} and Bora Mun and Hiyoung Kim and Chulkyeong Han and Weihong Wang and Taeho Chun and Sunhee Park and Dajeong Yoon and Hyukjae Choi and Nam, \{Sang Jip\} and Merrick Ekins and Jungwook Chin and Heonjoong Kang",

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doi = "10.1016/j.bmcl.2013.02.061",

language = "English",

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AU - Hahn, Dongyup

AU - Won, Dong Hwan

AU - Mun, Bora

AU - Kim, Hiyoung

AU - Han, Chulkyeong

AU - Wang, Weihong

AU - Chun, Taeho

AU - Park, Sunhee

AU - Yoon, Dajeong

AU - Choi, Hyukjae

AU - Nam, Sang Jip

AU - Ekins, Merrick

AU - Chin, Jungwook

AU - Kang, Heonjoong

PY - 2013/4/15

Y1 - 2013/4/15

N2 - Three novel scalarane sesterterpenes were isolated from a Korean marine sponge, Psammocinia sp., along with four known derivatives. Their structures were elucidated on the basis of NMR, MS and IR spectroscopic data. The three new compounds are 12-deacetoxy-23-hydroxyscalaradial (1), 12-dehydroxy-23- hydroxyhyrtiolide (2) and 12-O-acetyl-16-deacetoxy-23-acetoxyscalarafuran (3), respectively, and the four known compounds are 12-deacetoxy-23- hydroxyheteronemin (4), 12-deacetoxy-23-acetoxy-19-O-acetylscalarin (5), 12-deacetoxy-23-O-acetoxyheteronemin (6) and 12-deacetoxyscalaradial (7). They exhibited cytotoxicity against intractable human cancer cell lines A498, ACHN, MIA-paca and PANC-1, with an IC50 range of 0.4-48 μM.

AB - Three novel scalarane sesterterpenes were isolated from a Korean marine sponge, Psammocinia sp., along with four known derivatives. Their structures were elucidated on the basis of NMR, MS and IR spectroscopic data. The three new compounds are 12-deacetoxy-23-hydroxyscalaradial (1), 12-dehydroxy-23- hydroxyhyrtiolide (2) and 12-O-acetyl-16-deacetoxy-23-acetoxyscalarafuran (3), respectively, and the four known compounds are 12-deacetoxy-23- hydroxyheteronemin (4), 12-deacetoxy-23-acetoxy-19-O-acetylscalarin (5), 12-deacetoxy-23-O-acetoxyheteronemin (6) and 12-deacetoxyscalaradial (7). They exhibited cytotoxicity against intractable human cancer cell lines A498, ACHN, MIA-paca and PANC-1, with an IC50 range of 0.4-48 μM.

KW - Cytotoxicity

KW - Pancreatic cancer cell lines

KW - Psammocinia sp.

KW - Renal cancer cell lines

KW - Scalarane

KW - Sesterterpenoid

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 8

ER -

Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.

Abstract

UN SDGs

Keywords

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