SCOPUS 정보 검색 플랫폼

Volumn 61, Issue 16, 1996, Pages 5326-5351

Aplyronine A, a potent antitumor substance of marine origin, aplyronines B and C, and artificial analogues: Total synthesis and structure-cytotoxicity relationships

(10) Kigoshi, Hideo a Suenaga, Kiyotake a Mutou, Tsuyoshi a Ishigaki, Takeshi a Atsumi, Toshiyuki a Ishiwata, Hiroyuki a Sakakura, Akira a Ogawa, Takeshi a Ojika, Makoto a Yamada, Kiyoyuki a

a NAGOYA UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

APLYRONINE A; APLYRONINE B; APLYRONINE C; CYTOTOXIC AGENT; F ACTIN; G ACTIN; UNCLASSIFIED DRUG;

ARTICLE; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; HELA CELL; HUMAN; HUMAN CELL; STRUCTURE ACTIVITY RELATION;

EID: 16044370146 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo9606113 Document Type: Article

Times cited : (96)

References (75)

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32
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- note
- 1a and the ratio (S/R) of each amino acid in natural 1 varied with the animal samples employed, although compounds with the S configuration were always predominant (6-3/1 and 2-1.1/1 ratios for N,N-dimethylalanine and N,N,O-trimethylserine moieties, respectively). The diastereomeric ratios of the N,N-dimethylalanine part and the N,N,O-trimethylserine part in natural 1, which were used for comparison purposes, were S/R = 72/28 and S/R = 52/48, respectively.

68
- 16044366032
- note
- 2b in all respects. (Matrix Presented)

69
- 16044375181
- note
- Natural aplyronine B (2) was obtained as a diastereomeric mixture with respect to two amino acids. The diastereomeric ratios of the N,N-dimethylalanine moiety and the N,N,O-trimethylserine moiety in natural 2, which were used for comparison purposes, were S/R = 4/1 and S/R = 1/1, respectively. The small differences in the signal intensities in the NMR spectra and the differences in the specific rotation which were observed between natural and synthetic aplyronine B (2) are due to the different diastereomeric ratios of two amino acid parts. Natural and synthetic aplyronine B (2) were shown to have identical absolute stereochemistries with regard to the main chain by comparison of their CD spectra: both natural and synthetic aplyronine B (2) showed a negative Cotton effect at 265 nm.

70
- 16044370924
- note
- Natural aplyronine C (3) was obtained as a diastereomeric mixture with respect to N,N-dimethylalanine. The diastereomeric ratio of the N,N-dimethylalanine moiety in natural aplyronine C (3), which has been used for comparison purposes, was S/R = 2/1.

71
- 73649155370
- Nambara, T.; Matsuhisa, N. Yakugaku Zasshi 1963, 83, 642-647.
- (1963) Yakugaku Zasshi , vol.83 , pp. 642-647
- Nambara, T.¹ Matsuhisa, N.²

72
- 16044374043
- Manuscript in preparation
- Saito, S.; Watabe, S.; Ozaki, H.; Kigoshi, H.; Yamada, K.; Karaki, H. Manuscript in preparation.
- Saito, S.¹ Watabe, S.² Ozaki, H.³ Kigoshi, H.⁴ Yamada, K.⁵ Karaki, H.⁶

73
- 0000471716
- Hill, J. G.; Rossiter, B. E.; Sharpless, K. B. J. Org. Chem. 1983, 48, 3607-3608.
- (1983) J. Org. Chem. , vol.48 , pp. 3607-3608
- Hill, J.G.¹ Rossiter, B.E.² Sharpless, K.B.³

74
- 33751384984
- Ireland, R. E.; Liu, L. J. Org. Chem. 1993, 58, 2899.
- (1993) J. Org. Chem. , vol.58 , pp. 2899
- Ireland, R.E.¹ Liu, L.²

75
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- House, H. O.; Chu, C.-Y.; Wilkins, J. M.; Umen, M. J. J. Org. Chem. 1975, 40, 1460-1469.
- (1975) J. Org. Chem. , vol.40 , pp. 1460-1469
- House, H.O.¹ Chu, C.-Y.² Wilkins, J.M.³ Umen, M.J.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.