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

Chemistry & Nanoscience

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

15 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

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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@article{3a1004d12bbc48eb8f1c22da0bebdf76,

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",

note = "Funding Information: D. Hahn, H. Kim, B. Mun, T. Chun, S. Park, and D. Yoon were in part supported by BK21 Program, the Ministry of Education, Science and Technology, Korea. This research was supported by Grants from the Marine Biotechnology Program funded by the Ministry of Land, Transport and Maritime Affairs of Korea. ",

year = "2013",

month = apr,

day = "15",

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

language = "English",

volume = "23",

pages = "2336--2339",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

number = "8",

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TY - JOUR

T1 - Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.

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

N1 - Funding Information: D. Hahn, H. Kim, B. Mun, T. Chun, S. Park, and D. Yoon were in part supported by BK21 Program, the Ministry of Education, Science and Technology, Korea. This research was supported by Grants from the Marine Biotechnology Program funded by the Ministry of Land, Transport and Maritime Affairs of Korea.

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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U2 - 10.1016/j.bmcl.2013.02.061

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VL - 23

SP - 2336

EP - 2339

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 8

ER -

Cytotoxic scalarane sesterterpenes from a Korean marine sponge Psammocinia sp.

Abstract

Keywords

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