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Scalusamides A-C, new pyrrolidine alkaloids from the marine-derived fungus Penicillium citrinum.
J Nat Prod. 2005 Feb; 68(2):273-6.JN

Abstract

Three new pyrrolidine alkaloids, scalusamides A-C (1-3), were isolated from the cultured broth of the fungus Penicillium citrinum, which was separated from the gastrointestine of a marine fish, and the structures were elucidated by spectroscopic data. The absolute stereochemistry of C-2 in the pyrrolidine unit was determined by HPLC analysis of a Marfey's derivative of the hydrolysate of 1, while that of 2 and 3 was assigned by comparison of spectroscopic data of 3 and reductive products of 1 and 2. On the other hand, each of 1-3 was found to be a mixture of epimers at C-7. Scalusamide A (1) exhibited antifungal and antibacterial activities.

Authors+Show Affiliations

Tsuda M
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Sasaki M
No affiliation info available
Mugishima T
No affiliation info available
Komatsu K
No affiliation info available
Sone T
No affiliation info available
Tanaka M
No affiliation info available
Mikami Y
No affiliation info available
Kobayashi J
No affiliation info available

MeSH

AlkaloidsAnimalsAnti-Bacterial AgentsAntifungal AgentsChromatography, High Pressure LiquidFishesJapanMolecular StructureNuclear Magnetic Resonance, BiomolecularPenicilliumPyrrolidines

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15730261

Citation

Tsuda, Masashi, et al. "Scalusamides A-C, New Pyrrolidine Alkaloids From the Marine-derived Fungus Penicillium Citrinum." Journal of Natural Products, vol. 68, no. 2, 2005, pp. 273-6.
Tsuda M, Sasaki M, Mugishima T, et al. Scalusamides A-C, new pyrrolidine alkaloids from the marine-derived fungus Penicillium citrinum. J Nat Prod. 2005;68(2):273-6.
Tsuda, M., Sasaki, M., Mugishima, T., Komatsu, K., Sone, T., Tanaka, M., Mikami, Y., & Kobayashi, J. (2005). Scalusamides A-C, new pyrrolidine alkaloids from the marine-derived fungus Penicillium citrinum. Journal of Natural Products, 68(2), 273-6.
Tsuda M, et al. Scalusamides A-C, New Pyrrolidine Alkaloids From the Marine-derived Fungus Penicillium Citrinum. J Nat Prod. 2005;68(2):273-6. PubMed PMID: 15730261.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Scalusamides A-C, new pyrrolidine alkaloids from the marine-derived fungus Penicillium citrinum. AU - Tsuda,Masashi, AU - Sasaki,Mai, AU - Mugishima,Takao, AU - Komatsu,Kazusei, AU - Sone,Teruo, AU - Tanaka,Michiko, AU - Mikami,Yuzuru, AU - Kobayashi,Jun'ichi, PY - 2005/2/26/pubmed PY - 2005/4/14/medline PY - 2005/2/26/entrez SP - 273 EP - 6 JF - Journal of natural products JO - J Nat Prod VL - 68 IS - 2 N2 - Three new pyrrolidine alkaloids, scalusamides A-C (1-3), were isolated from the cultured broth of the fungus Penicillium citrinum, which was separated from the gastrointestine of a marine fish, and the structures were elucidated by spectroscopic data. The absolute stereochemistry of C-2 in the pyrrolidine unit was determined by HPLC analysis of a Marfey's derivative of the hydrolysate of 1, while that of 2 and 3 was assigned by comparison of spectroscopic data of 3 and reductive products of 1 and 2. On the other hand, each of 1-3 was found to be a mixture of epimers at C-7. Scalusamide A (1) exhibited antifungal and antibacterial activities. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/15730261/Scalusamides_A_C_new_pyrrolidine_alkaloids_from_the_marine_derived_fungus_Penicillium_citrinum_ DB - PRIME DP - Unbound Medicine ER -