Lambertellols A and B, Novel 3,4-Dihydronaphthalen-1(2H)-ones with Spiro-butenolide Produced by Lambertella sp.1346

Organic Letters

Volumn 6, Issue 2, 2004, Pages 157-160

  Murakami, Takanori ^a   Morikawa, Yoshifumi ^a   Hashimoto, Masaru ^a   Okuno, Toshikatsu ^a   Harada, Yukio ^a  

^a HIROSAKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LAMBERTELLIN; LAMBERTELLOL A; LAMBERTELLOL B; NAPHTHALENE DERIVATIVE; SPIRONOLACTONE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL MODEL; ANTIFUNGAL ACTIVITY; ARTICLE; CIRCULAR DICHROISM; COCHLIOBOLUS; CONTROLLED STUDY; DERIVATIZATION; DRUG CYTOTOXICITY; DRUG POTENCY; FUNGAL STRAIN; FUNGUS; IC 50; LAMBERTELLA; LAMBERTELLA CORNI MARIS; LEUKEMIA P 388; METABOLITE; MOUSE; NONHUMAN; STEREOCHEMISTRY;

4-BUTYROLACTONE; ASCOMYCOTA; MOLECULAR STRUCTURE; NAPHTHALENES; SPIRO COMPOUNDS;

EID: 0842263587     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035889d     Document Type: Article

References (10)

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3. Armstrong, J. J.; Turner, W. B. J. Chem. Soc. 1965, 5927-5930.
4. Poulton, G. A.; Bushnel, G. W.; Yun-Long, L. Can. J. Chem. 1992, 70, 2688.
5. Unfortunately, single crystals suitable for X-ray crystarographic analysis could not be obtained.
6. Conformation search was performed employing Pc Spartan Pro version 1.08 (Wavefunction, Inc: Irvine, CA).
7. Dewar, M. J. S.; Zoebisch, E. G.; Hearly, E. F.; Stewart, J. J. P. J. Am. Chem. Soc. 1985, 107, 3902.
8. When a MMFF molecular force field was employed, the geometries of the two benzoate chromopores were similar to those obtained by AM1 in all of the stable conformations, but the planes of two benzene rings have a tendency to be more parallelized.
9. Koreeda, M.; Harada, N.; Nakanishi, K. J. Chem. Soc., Chem. Commun. 1969, 548-549.
10. These experiments could be performed only using static conditions, because cultutivation with shaking increased the viscosity of the media and the shaker became ineffective after 5 or 6 days. We employed the shaking conditions for production of 1 and 2.