Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri

George R. Pettit; Feng Gao; Ronald Cerny

doi:10.3987/com-93-s(t)137

Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri

George R. Pettit, Feng Gao, Ronald Cerny

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

30 Scopus citations

Abstract

The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED₅₀ 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10^-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (¹H-¹H, ¹H-¹³C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.

Original language	English (US)
Pages (from-to)	711-718
Number of pages	8
Journal	Heterocycles
Volume	35
Issue number	2
DOIs	https://doi.org/10.3987/com-93-s(t)137
State	Published - May 1 1993
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

Access to Document

10.3987/com-93-s(t)137

Cite this

@article{ed9c5465ea4548f1b5ac9bafb4266583,

title = "Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri",

abstract = "The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.",

author = "Pettit, {George R.} and Feng Gao and Ronald Cerny",

year = "1993",

month = may,

day = "1",

doi = "10.3987/com-93-s(t)137",

language = "English (US)",

volume = "35",

pages = "711--718",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "2",

}

TY - JOUR

T1 - Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri

AU - Pettit, George R.

AU - Gao, Feng

AU - Cerny, Ronald

PY - 1993/5/1

Y1 - 1993/5/1

N2 - The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.

AB - The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.

UR - http://www.scopus.com/inward/record.url?scp=0001316416&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001316416&partnerID=8YFLogxK

U2 - 10.3987/com-93-s(t)137

DO - 10.3987/com-93-s(t)137

M3 - Article

AN - SCOPUS:0001316416

SN - 0385-5414

VL - 35

SP - 711

EP - 718

JO - Heterocycles

JF - Heterocycles

IS - 2

ER -

Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this