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Volumn 64, Issue 9, 2008, Pages 2090-2100

Efficient total syntheses of natural pterin glycosides: limipterin and tepidopterin

Author keywords

Glycosylation; Protecting group; Pteridine; Pterin glycoside

Indexed keywords

1,2 O ISOPROPYLIDENE 3 O (TETRAHYDROPYRAN 2 YL) 5 O TOSYL ALPHA DEXTRO XYLOFURANOSE; 2' O (2 ACETAMIDO 3,4,6 TRI O ACETYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSYL) DI N 2 :1' O ACETYL 3 [2 (4 NITROPHENYL)ETHYL]BIOPTERIN; 2' O (2 ACETAMIDO 3,4,6 TRI O ACETYL 2 DEOXY BETA DEXTRO GLUCOPYRANOSYL) DI N 2 :1' O ACETYL 3 [2 (4 NITROPHENYL)ETHYL]CILIAPTERIN; 3,4,6 TRI O ACETYL 2 DEOXY 2 PHTHALIMIDO BETA DEXTRO GLUCOPYRANOSYL BROMIDE; 5 DEOXY 1,2 O ISOPROPYLIDENE 3 O (TETRAHYDROPYRAN 2 YL) BETA LEVO THREO PENT 4 ENOFURANOSE; 5 DEOXY 1,2 O ISOPROPYLIDENE BETA LEVO ARABINOFURANOSE; BIOPTERIN; CARBOHYDRATE DERIVATIVE; LIMIPTERIN; N 2 (N,N DIMETHYLAMINOMETHYLENE) 1' O (4 METHOXYBENZYL) 3 [2 (4 NITROPHENYL)ETHYL] 2' O (3,4,6 TRI O ACETYL 2 DEOXY 2 PHTHALIMIDO BETA DEXTRO GLUCOPYRANOSYL)BIOPTERIN; N 2 (N,N DIMETHYLAMINOMETHYLENE) 1' O (4 METHOXYBENZYL) 3 [2 (4 NITROPHENYL)ETHYL] 2' O (3,4,6 TRI O ACETYL 2 DEOXY 2 PHTHALIMIDO BETA DEXTRO GLUCOPYRANOSYL)CILIAPTERIN; N 2 (N,N DIMETHYLAMINOMETHYLENE) 1' O (4 METHOXYBENZYL) 3 [2 (4 NITROPHENYL)ETHYL]BIOPTERIN; N 2 (N,N DIMETHYLAMINOMETHYLENE) 1' O (4 METHOXYBENZYL) 3 [3 (4 NITROPHENYL)ETHYL]CILIAPTERIN; N 2 (N,N DIMETHYLAMINOMETHYLENE) 3 [2 (4 NITROPHENYL)ETHYL] 2' O (3,4,6 TRI O ACETYL 2 DEOXY 2 PHTHALIMIDO BETA DEXTRO GLUCOPYRANOSYL)CILIAPTERIN; N 2 (N,N DIMETHYLAMINOMETHYLENE) 3 [2 (NITROPHENYL)ETHYL] 2' O (3,4,6 TRI O ACETYL 2 DEOXY 2 PHTHALIMIDO BETA DEXTRO GLUCOPYRANOSYL)BIOPTERIN; PTERIN DERIVATIVE; TEPIDOPTERIN; TETRAMETHYLUREA; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG; XYLOSE;

EID: 38349095041     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.12.042     Document Type: Article
Times cited : (13)

References (34)
  • 5
    • 38349135914 scopus 로고    scopus 로고
    • Some inhibitory activities against tyrosinase were reported for biopterin d-glucoside (2): Wachi, Y.; Yoshida, S.; Komatsu, K.; Matsunaga, T. Jpn. Patent 05,286,989, 1993;
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    • Kaufman, S.1    Kaufman, E.E.2
  • 15
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    • Trivial names of natural pteridines are used according to the pteridine nomenclature recommended by the International Society of Pteridinology:
    • Trivial names of natural pteridines are used according to the pteridine nomenclature recommended by the International Society of Pteridinology:. Ferre J., Jocobson K.B., and Pfleiderer W. Pteridines 2 (1990) 129
    • (1990) Pteridines , vol.2 , pp. 129
    • Ferre, J.1    Jocobson, K.B.2    Pfleiderer, W.3
  • 21
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    • A part of the results concerning tepidopterin synthesis have been reported as a preliminary communication:
    • A part of the results concerning tepidopterin synthesis have been reported as a preliminary communication:. Hanaya T., Baba H., and Yamamoto H. Carbohydr. Res. 342 (2007) 2159
    • (2007) Carbohydr. Res. , vol.342 , pp. 2159
    • Hanaya, T.1    Baba, H.2    Yamamoto, H.3
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    • note
    • 2-(N,N-dimethylaminomethylene) derivatives 19a,b (27a,b).
  • 34
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    • note
    • 13C NMR charts for the natural 5 are shown in Ref. 10 without the assigned parameters, we have found that the parameters of the synthetic 5 completely agree with the NMR charts of the natural 5.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.