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

George 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 Pettit, Feng Gao, Ronald Cerny

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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

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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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.",

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

AU - Pettit, George

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.

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

Abstract

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