Alkaloids from Xylariaceae sp., a Marine-derived Fungus

A new pyridine derivative, 5-(2′-hydroxypropyl)pyridin-3-ol (1), with seven known alkaloids, 3-hydroxy-5-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one (2), penicillenol A1 (3), penicillenol A2 (4), a mixture of quinolactacin A1 (5a) and quinolactacin A2 (5b), and a mixture of quinolactacin C1 (6a) and quinolactacin C2 (6b), were isolated from the culture broth of a marine-derived fungus Xylariaceae sp. SCSGAF0086. Their structures were elucidated by spectroscopic methods. Compound 2 showed weak antimicrobial activity against Bacillus subtilis, and a mixture of 6a and 6b exhibited strong antifouling activity toward Bugula neritina larval settlement.

[1]  P. Qian,et al.  Antifouling Indole Alkaloids from Two Marine Derived Fungi , 2013, Natural product communications.

[2]  Jie Bao,et al.  Diversity and Antimicrobial Activity of Culturable Fungi Isolated from Six Species of the South China Sea Gorgonians , 2012, Microbial Ecology.

[3]  Yong-cheng Lin,et al.  Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus. , 2012, Journal of natural products.

[4]  K. Hong,et al.  Aromatic compounds from the halotolerant fungal strain of Wallemia sebi PXP-89 in a hypersaline medium , 2011, Archives of pharmacal research.

[5]  Weiming Zhu,et al.  New quinazolinone alkaloids within rare amino acid residue from coral-associated fungus, Aspergillus versicolor LCJ-5-4. , 2011, Organic letters.

[6]  P. Qian,et al.  Aspergilones A and B, two benzylazaphilones with an unprecedented carbon skeleton from the gorgonian-derived fungus Aspergillus sp. , 2011, Bioorganic & medicinal chemistry letters.

[7]  M. Shaaban,et al.  Mansouramycins A-D, cytotoxic isoquinolinequinones from a marine streptomycete. , 2009, Journal of natural products.

[8]  Weiming Zhu,et al.  Penicillenols from Penicillium sp. GQ-7, an endophytic fungus associated with Aegiceras corniculatum. , 2008, Chemical & pharmaceutical bulletin.

[9]  E. Lacey,et al.  Quinolactacins revisited: from lactams to imide and beyond. , 2006, Organic & biomolecular chemistry.

[10]  Weiqin Jiang,et al.  Concise enantioselective syntheses of quinolactacins A and B through alternative Winterfeldt oxidation. , 2003, The Journal of organic chemistry.

[11]  I. Yoo,et al.  Quinolactacins A1 and A2, new acetylcholinesterase inhibitors from Penicillium citrinum. , 2001, The Journal of antibiotics.

[12]  R. Rathmann,et al.  Three Novel Amino Acids from the Nikkomycin Complex - Structure Elucidation and Synthesis. , 1986 .