열대 해면동물 Lipastrotethya sp.에서 분리된 사포닌 화합물
A New Triterpenoid Saponin from the Tropical Marine Sponge Lipastrotethya sp.
2
조회
0
다운로드
0
인용
0
참고문헌
키워드
초록
Marine sponges have been a remarkably rich source of pharmacologically active and structurally diverse natural products. As a part of our continuing search for novel secondary metabolites of biomedical importance from marine invertebrate, we encountered the sponge Lipastrotethya sp. from Chuuk, Micronesia. The crude organic extract of this animal exhibited considerable cytotoxicity against the K562 cell line. Guided by the 1H NMR analysis, flash chromatography of the crude extract followed by HPLC yielded a new triterpene glycoside, along with ten known saponins of the sarasinoside class. The structure of this new compound was determined by combined spectroscopic methods such as COSY, HSQC and HMBC experiment. Among these metabolites, six compounds exhibited moderate cytotoxicity against ACHN, MDA-MB-231, NCI-H23 and NUGC-3 cell lines.
Abstract
Marine sponges have been a remarkably rich source of pharmacologically active and structurally diverse natural products. As a part of our continuing search for novel secondary metabolites of biomedical importance from marine invertebrate, we encountered the sponge Lipastrotethya sp. from Chuuk, Micronesia. The crude organic extract of this animal exhibited considerable cytotoxicity against the K562 cell line. Guided by the 1H NMR analysis, flash chromatography of the crude extract followed by HPLC yielded a new triterpene glycoside, along with ten known saponins of the sarasinoside class. The structure of this new compound was determined by combined spectroscopic methods such as COSY, HSQC and HMBC experiment. Among these metabolites, six compounds exhibited moderate cytotoxicity against ACHN, MDA-MB-231, NCI-H23 and NUGC-3 cell lines.
참고문헌 (20)
- Andersson L, "Biological activity of saponins and saponin-like compounds from starfish and brittle stars", Toxicon, 27(2), pp.179~188 (1989)
- Dai HF, "Norlanostane triterpenoidal saponins from the marine sponge Melophlus sarassinorum", J Nat Prod, 68, pp.1231~1237 (2005)
- D'Auria M, "Structure characterization by two-dimensional NMR spectroscopy of two marine triterpene oligoglycosides from a pacific sponge of the genus Erylus", Tetrahedron, 48(3), pp.491~498 (1992)
- Dyck SV, "Qualitative and quantitative saponin contents in five sea cucumbers from the Indian ocean", Mar Drugs, 8, pp.173~189 (2010)
- Ebada SS, "Bioactive sesterterpenes and triterpenes from marine sponges : occurrence and pharmacological significance", Mar Drugs, 8, pp.313~346 (2010)
- Espada A, "Sarasinosides D-G : four new triterpenoid saponins from the sponge Asteropus sarasinosum", Tetrahedron, 48(40), pp.8685~8696 (1992)
- Hostettmann K, "Saponins", pp.232~ (1995), Cambridge University Press
- James DB., "Holothurian toxin as a poison to eradicate undesirable organisms from fish farm", Proc Symp Coast Aquacult, 4, pp.1339~1341 (1986)
- Kang SS, "Saponin : triterpenoid", pp.67~ (1996), Seoul National University Press
- Kobayashi M, "Marine natural products XXVIII. the structures of sarasinosides A1, A2, A3, B1, B2, B3, C1, C2, C3, nine new norlanostanetriterpenoidal oligoglycosides from the palauan marine sponge Asteropus sarasinosum", Chem Pharm Bull, 39(11), pp.2867~2877 (1991)
- Kuo SC, "Synthesis and cytotoxicity of 1, 6, 7, 8-substituted 2-(4'-substituted phenyl)-4-quinolones and related compounds : Identification as antimitotic agents interacting with tubulin", J Med Chem, 36, pp.1146~1156 (1993)
- Lee HS, "New triterpenoid saponins from the sponge melophlus isis", J Nat Prod, 63, pp.915~919 (2000)
- Lee JH, "Triterpene galacotsides of the pouoside class and corresponding aglycones from the sponge Lipastrotethya sp", J Nat Prod, 74, pp.2563~2570 (2011)
- Lee JH, "Nortriterpene glycosides of the sarasinoside class from the sponge Lipastrotethya sp", J Nat Prod, 75, pp.1365~1372 (2012)
- Li M, "Echinoside A, a new marinederived anticancer saponin, targets topoisomerase 2α by unique interference with its DNA binding and catalytic cycle", Annals of Oncology, 21, pp.597~607 (2010)
- Mao SC, "New diastereomeric bis-sesquiterpenes from Hainan marine sponge Axinyssa variabilis and Lipastrotethya ana", Tetrahedron, 63, pp.11108~11113 (2007)
- 박혜정, "항산화 효능을 가진 사포닌이 사람섬유아세포에서 기질 금속 단백질 분해효소에 미치는 영향", 생명과학회지, 21(9), pp.1266~1273 (2011), 한국생명과학회
- Santalova EA, "Two new sarasinosides from the sponge Melophlus sarasinorum", Nat Prod Commun, 1, pp.265~271 (2006)
- Schmitz FJ, "Sarasinoside A1 : A saponin containing amino sugars isolated from a sponge", J Org Chem, 53, pp.5941~5947 (1988)
- Tong Y, "Philinopside A, a novel marine-derived compound possessing dual anti-angiogenic and antitumor effects", Int J Cancer, 114, pp.843~853 (2005)