Crellasterones A and B: A-norsterol derivatives from the new caledonian sponge crella incrustans

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4-7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mass spectroscopic analysis and revealed unprecedented marine natural products with a ring-contracted A-norsterone nucleus and 2-hydroxycyclopentenone chromophore. The absolute configurations were derived from electronic circular dichroism (ECD) measurements in conjunction with high-level density functional theory (DFT) calculations.

LanguageEnglish
Article number177
Pages1-10
Number of pages10
JournalMarine Drugs
Volume15
Issue number6
DOIs
Publication statusPublished - 15 Jun 2017

Fingerprint

New Caledonia
Porifera
Circular Dichroism
Biological Products
Nucleosides
Steroids

Bibliographical note

Copyright the Author(s) 2017. Licensee MDPI, Basel, Switzerland. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

Keywords

  • Crella
  • Crellasterone
  • DFT
  • Marine natural products
  • Sponge
  • Steroid

Cite this

@article{a49fff591c7c42d486531e0b6e3eec4c,
title = "Crellasterones A and B: A-norsterol derivatives from the new caledonian sponge crella incrustans",
abstract = "Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4-7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mass spectroscopic analysis and revealed unprecedented marine natural products with a ring-contracted A-norsterone nucleus and 2-hydroxycyclopentenone chromophore. The absolute configurations were derived from electronic circular dichroism (ECD) measurements in conjunction with high-level density functional theory (DFT) calculations.",
keywords = "Crella, Crellasterone, DFT, Marine natural products, Sponge, Steroid",
author = "Kavita Ragini and Piggott, {Andrew M.} and Peter Karuso",
note = "Copyright the Author(s) 2017. Licensee MDPI, Basel, Switzerland. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.",
year = "2017",
month = "6",
day = "15",
doi = "10.3390/md15060177",
language = "English",
volume = "15",
pages = "1--10",
journal = "Marine Drugs",
issn = "1660-3397",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "6",

}

Crellasterones A and B : A-norsterol derivatives from the new caledonian sponge crella incrustans. / Ragini, Kavita; Piggott, Andrew M.; Karuso, Peter.

In: Marine Drugs, Vol. 15, No. 6, 177, 15.06.2017, p. 1-10.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Crellasterones A and B

T2 - Marine Drugs

AU - Ragini, Kavita

AU - Piggott, Andrew M.

AU - Karuso, Peter

N1 - Copyright the Author(s) 2017. Licensee MDPI, Basel, Switzerland. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

PY - 2017/6/15

Y1 - 2017/6/15

N2 - Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4-7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mass spectroscopic analysis and revealed unprecedented marine natural products with a ring-contracted A-norsterone nucleus and 2-hydroxycyclopentenone chromophore. The absolute configurations were derived from electronic circular dichroism (ECD) measurements in conjunction with high-level density functional theory (DFT) calculations.

AB - Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4-7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mass spectroscopic analysis and revealed unprecedented marine natural products with a ring-contracted A-norsterone nucleus and 2-hydroxycyclopentenone chromophore. The absolute configurations were derived from electronic circular dichroism (ECD) measurements in conjunction with high-level density functional theory (DFT) calculations.

KW - Crella

KW - Crellasterone

KW - DFT

KW - Marine natural products

KW - Sponge

KW - Steroid

UR - http://www.scopus.com/inward/record.url?scp=85023194308&partnerID=8YFLogxK

U2 - 10.3390/md15060177

DO - 10.3390/md15060177

M3 - Article

VL - 15

SP - 1

EP - 10

JO - Marine Drugs

JF - Marine Drugs

SN - 1660-3397

IS - 6

M1 - 177

ER -