Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity

Phan Van Kiem; Le Thi Huyen; Dan Thuy Hang; Nguyen Xuan Nhiem; Bui Huu Tai; Hoang Le Tuan Anh; Pham Van Cuong; Tran Hong Quang; Chau Van Minh; Nguyen Van Dau; Young A. Kim; Lalita Subedi; Sun Yeou Kim; Seung Hyun Kim

doi:10.1016/j.bmcl.2017.02.040

Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity

Phan Van Kiem, Le Thi Huyen, Dan Thuy Hang, Nguyen Xuan Nhiem, Bui Huu Tai, Hoang Le Tuan Anh, Pham Van Cuong, Tran Hong Quang, Chau Van Minh, Nguyen Van Dau, Young A. Kim, Lalita Subedi, Sun Yeou Kim, Seung Hyun Kim

Department of Pharmacy

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

19 Citations (Scopus)

Abstract

Using various chromatographic methods, five new sesquiterpene derivatives named smenohaimiens A–E (1–5) and five known, 19-hydroxy-polyfibrospongol B (6), ilimaquinone (7), dictyoceratin C (8), polyfibrospongol A (9), and polyfibrospongol B (10) were isolated from the marine sponge Smenospongia cerebriformis Duchassaing & Michelotti, 1864. Their structures were assigned by 1D, 2D NMR spectroscopic analysis, HR ESI MS, and calculations of the electron circular dichroism spectra. All compounds were evaluated for the inhibitory activity against NO production in lipopolysaccharide-stimulated in BV2 microglia cells. As the results, compound 7 significantly inhibited NO production with the IC₅₀ value of 10.40 ± 1.28 µM. The remaining compounds showed moderate inhibitory NO production activities with IC₅₀ values ranging from 24.37 to 30.43 µM.

Original language	English
Pages (from-to)	1525-1529
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	27
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2017.02.040
Publication status	Published - 2017

Bibliographical note

Funding Information:
This research was supported by Vietnam Academy of Science and Technology under Grant Number VAST.TĐ.DLB.01/16-18 and by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (No. NRF-2016R1A2B4006742).

Publisher Copyright:
© 2017 Elsevier Ltd

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

UN SDGs

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

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10.1016/j.bmcl.2017.02.040

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Kiem, P. V., Huyen, L. T., Hang, D. T., Nhiem, N. X., Tai, B. H., Anh, H. L. T., Cuong, P. V., Quang, T. H., Minh, C. V., Dau, N. V., Kim, Y. A., Subedi, L., Kim, S. Y., & Kim, S. H. (2017). Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity. Bioorganic and Medicinal Chemistry Letters, 27(7), 1525-1529. https://doi.org/10.1016/j.bmcl.2017.02.040

@article{de5f56025cb34f1a909aafa7a687f442,

title = "Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity",

abstract = "Using various chromatographic methods, five new sesquiterpene derivatives named smenohaimiens A–E (1–5) and five known, 19-hydroxy-polyfibrospongol B (6), ilimaquinone (7), dictyoceratin C (8), polyfibrospongol A (9), and polyfibrospongol B (10) were isolated from the marine sponge Smenospongia cerebriformis Duchassaing & Michelotti, 1864. Their structures were assigned by 1D, 2D NMR spectroscopic analysis, HR ESI MS, and calculations of the electron circular dichroism spectra. All compounds were evaluated for the inhibitory activity against NO production in lipopolysaccharide-stimulated in BV2 microglia cells. As the results, compound 7 significantly inhibited NO production with the IC50 value of 10.40 ± 1.28 µM. The remaining compounds showed moderate inhibitory NO production activities with IC50 values ranging from 24.37 to 30.43 µM.",

author = "Kiem, {Phan Van} and Huyen, {Le Thi} and Hang, {Dan Thuy} and Nhiem, {Nguyen Xuan} and Tai, {Bui Huu} and Anh, {Hoang Le Tuan} and Cuong, {Pham Van} and Quang, {Tran Hong} and Minh, {Chau Van} and Dau, {Nguyen Van} and Kim, {Young A.} and Lalita Subedi and Kim, {Sun Yeou} and Kim, {Seung Hyun}",

note = "Funding Information: This research was supported by Vietnam Academy of Science and Technology under Grant Number VAST.T{\D}.DLB.01/16-18 and by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (No. NRF-2016R1A2B4006742). Publisher Copyright: {\textcopyright} 2017 Elsevier Ltd",

year = "2017",

doi = "10.1016/j.bmcl.2017.02.040",

language = "English",

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pages = "1525--1529",

journal = "Bioorganic and Medicinal Chemistry Letters",

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Kiem, PV, Huyen, LT, Hang, DT, Nhiem, NX, Tai, BH, Anh, HLT, Cuong, PV, Quang, TH, Minh, CV, Dau, NV, Kim, YA, Subedi, L, Kim, SY & Kim, SH 2017, 'Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity', Bioorganic and Medicinal Chemistry Letters, vol. 27, no. 7, pp. 1525-1529. https://doi.org/10.1016/j.bmcl.2017.02.040

TY - JOUR

T1 - Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity

AU - Kiem, Phan Van

AU - Huyen, Le Thi

AU - Hang, Dan Thuy

AU - Nhiem, Nguyen Xuan

AU - Tai, Bui Huu

AU - Anh, Hoang Le Tuan

AU - Cuong, Pham Van

AU - Quang, Tran Hong

AU - Minh, Chau Van

AU - Dau, Nguyen Van

AU - Kim, Young A.

AU - Subedi, Lalita

AU - Kim, Sun Yeou

AU - Kim, Seung Hyun

N1 - Funding Information: This research was supported by Vietnam Academy of Science and Technology under Grant Number VAST.TĐ.DLB.01/16-18 and by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (No. NRF-2016R1A2B4006742). Publisher Copyright: © 2017 Elsevier Ltd

PY - 2017

Y1 - 2017

N2 - Using various chromatographic methods, five new sesquiterpene derivatives named smenohaimiens A–E (1–5) and five known, 19-hydroxy-polyfibrospongol B (6), ilimaquinone (7), dictyoceratin C (8), polyfibrospongol A (9), and polyfibrospongol B (10) were isolated from the marine sponge Smenospongia cerebriformis Duchassaing & Michelotti, 1864. Their structures were assigned by 1D, 2D NMR spectroscopic analysis, HR ESI MS, and calculations of the electron circular dichroism spectra. All compounds were evaluated for the inhibitory activity against NO production in lipopolysaccharide-stimulated in BV2 microglia cells. As the results, compound 7 significantly inhibited NO production with the IC50 value of 10.40 ± 1.28 µM. The remaining compounds showed moderate inhibitory NO production activities with IC50 values ranging from 24.37 to 30.43 µM.

AB - Using various chromatographic methods, five new sesquiterpene derivatives named smenohaimiens A–E (1–5) and five known, 19-hydroxy-polyfibrospongol B (6), ilimaquinone (7), dictyoceratin C (8), polyfibrospongol A (9), and polyfibrospongol B (10) were isolated from the marine sponge Smenospongia cerebriformis Duchassaing & Michelotti, 1864. Their structures were assigned by 1D, 2D NMR spectroscopic analysis, HR ESI MS, and calculations of the electron circular dichroism spectra. All compounds were evaluated for the inhibitory activity against NO production in lipopolysaccharide-stimulated in BV2 microglia cells. As the results, compound 7 significantly inhibited NO production with the IC50 value of 10.40 ± 1.28 µM. The remaining compounds showed moderate inhibitory NO production activities with IC50 values ranging from 24.37 to 30.43 µM.

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DO - 10.1016/j.bmcl.2017.02.040

M3 - Article

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AN - SCOPUS:85014141487

SN - 0960-894X

VL - 27

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EP - 1529

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 7

ER -

Sesquiterpene derivatives from marine sponge Smenospongia cerebriformis and their anti-inflammatory activity

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

UN SDGs

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