Seven new cytotoxic dimeric steroids, namely crellastatins B-H (2-8), have been isolated from the Vanuatu sponge Crella sp. They have been structurally characterized on the basis of 2D-NMR (500 MHz) and FAB-MS data. All the new compounds show the same unprecedented junction between the monomeric units, formed via their side-chains, whereas they differ from A (1) in the hydroxylation pattern of the two tetracyclic cores. Like crellastatin A (1), crellastatins B-H (2-8) exhibit in vitro antitumor activity against human bronchopulmonary non-small-cell lung carcinoma cell lines (NSCLC) with IC50 values in the range of 2-10 μg/mL.

Isolation and structural elucidation of crellastatins B-H : Cytotoxic bis(steroid) derivatives from the Vanuatu marine sponge Crella sp / A. Zampella, C. Giannini, C. Debitus, C. Roussakis, M.V. D'Auria. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 1999:4(1999), pp. 949-953. [10.1002/(SICI)1099-0690(199904)1999:4<949::AID-EJOC949>3.0.CO;2-S]

Isolation and structural elucidation of crellastatins B-H : Cytotoxic bis(steroid) derivatives from the Vanuatu marine sponge Crella sp

C. Giannini
Secondo
;
1999

Abstract

Seven new cytotoxic dimeric steroids, namely crellastatins B-H (2-8), have been isolated from the Vanuatu sponge Crella sp. They have been structurally characterized on the basis of 2D-NMR (500 MHz) and FAB-MS data. All the new compounds show the same unprecedented junction between the monomeric units, formed via their side-chains, whereas they differ from A (1) in the hydroxylation pattern of the two tetracyclic cores. Like crellastatin A (1), crellastatins B-H (2-8) exhibit in vitro antitumor activity against human bronchopulmonary non-small-cell lung carcinoma cell lines (NSCLC) with IC50 values in the range of 2-10 μg/mL.
2D NMR; Antitumor agents; Crella sp.; Crellastatins; Dimeric steroids; Natural products; Sponge; Organic Chemistry
Settore CHIM/06 - Chimica Organica
1999
Article (author)
File in questo prodotto:
File Dimensione Formato  
Zampella_et_al-1999-European_Journal_of_Organic_Chemistry.pdf

accesso riservato

Tipologia: Publisher's version/PDF
Dimensione 230.3 kB
Formato Adobe PDF
230.3 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/490213
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 13
  • ???jsp.display-item.citation.isi??? 10
social impact