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Volumn 65, Issue 10, 2000, Pages 3192-3199

Isolation, structural characterization, and synthesis of a naturally occurring bisfuranopseudopterane ether: Biskallolide A. evidence for a carbocation intermediate during the facile conversion of kallolide A and isokallolide A into various solvolysis products

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFLAMMATORY AGENT; BISKALLOLIDE A; ISOKALLOLIDE A; KALLOLIDE A; TERPENOID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0343183003     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0001582     Document Type: Article
Times cited : (26)

References (40)
  • 1
    • 0033118848 scopus 로고    scopus 로고
    • and previous reports in this series
    • Faulkner, D. J. Nat. Prod. Rep. 1999, 16, 155-198 and previous reports in this series.
    • (1999) Nat. Prod. Rep. , vol.16 , pp. 155-198
    • Faulkner, D.J.1
  • 3
    • 0028955425 scopus 로고
    • and references therein
    • Rodríguez, A. D. Tetrahedron 1995, 51, 4571-4618 and references therein.
    • (1995) Tetrahedron , vol.51 , pp. 4571-4618
    • Rodríguez, A.D.1
  • 19
    • 0343869058 scopus 로고    scopus 로고
    • note
    • --18] ion peak, representing loss of a water molecule, was among the least abundant (relative intensity = 3.1%) ion fragments.
  • 24
    • 0343869057 scopus 로고    scopus 로고
    • note
    • N1 solvolysis conditions with none of the C2 epimer.
  • 25
    • 0342563406 scopus 로고    scopus 로고
    • note
    • 3 previously saturated with dry HCl.
  • 26
    • 0343433328 scopus 로고    scopus 로고
    • note
    • We did not examine the dehydration of alcohol 8 at elevated temperatures because we felt that at high temperatures the inherent sensitivity of 8 (and 9) to air oxidation would be higher, leading to partial or complete decomposition; see refs 6b and 10.
  • 27
    • 0342563405 scopus 로고    scopus 로고
    • note
    • The program Insight II (version 98.0) was employed for these calculations. Global minimum multiple conformer searching was achieved with the Steepest Descents minimizer through multiple step interations (500) until the minimum energy conformer was found multiple times.
  • 33
    • 0002668504 scopus 로고    scopus 로고
    • Hanessian, S., Ed.; Marcel Dekker: New York, NY
    • Hanessian, S. In Preparative Carbohydrate Chemistry; Hanessian, S., Ed.; Marcel Dekker: New York, NY, 1997; pp 381-388.
    • (1997) Preparative Carbohydrate Chemistry , pp. 381-388
    • Hanessian, S.1
  • 34
    • 0343869055 scopus 로고    scopus 로고
    • note
    • Prolonged exposure with Pd-C as a catalyst also resulted in concomitant hydrogenolysis of 1 at C2; see also ref 6b.
  • 35
    • 0342997688 scopus 로고    scopus 로고
    • note
    • 1H NMR data for H-2.
  • 40
    • 0342997685 scopus 로고    scopus 로고
    • note
    • Besides lophotoxin itself, isolated from various species of Lophogorgia, the "lophotoxins" include all of the furanocembranolides known collectively as bipinnatins that have been isolated from Caribbean specimens of P. bipinnata. Thus, strictly speaking, bipinnatin J (17) is also a member of the lophotoxin family of neurotoxins.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.