阿拉华蜡孔菌中四个新的2,5-二取代呋喃邻二醇(英文)
收稿日期: 2017-01-07
修回日期: 2017-01-20
网络出版日期: 2017-01-20
基金资助
Project supported by the National Natural Science Foundation of China (Nos. 21502167, 81561148013).
Four New 2,5-Disubstituted Furan Vicinal Diols from the Fungus Ceriporia alachuana
Received date: 2017-01-07
Revised date: 2017-01-20
Online published: 2017-01-20
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21502167, 81561148013).
刘良燕 , 冯涛 , 李正辉 , 刘吉开 . 阿拉华蜡孔菌中四个新的2,5-二取代呋喃邻二醇(英文)[J]. 有机化学, 2017 , 37(6) : 1577 -1581 . DOI: 10.6023/cjoc201701016
Four new closely related vicinal diols, (1R,2R)-1-(5-(pent-4-en-1-yl)furan-2-yl)propane-1,2-diol (1), (1S,2R)-1-(5-(pent-4-en-1-yl)furan-2-yl)propane-1,2-diol (2), (1R,2R)-1-(5-pentylfuran-2-yl)propane-1,2-diol (3) and (1R,2S)-1-(5-pen-tylfuran-2-yl)propane-1,2-diol (4), were isolated from the cultures of the fungus Ceriporia alachuana. Their structures and absolute configurations were totally determined by spectroscopic means, chemical method (forming di-O-isopropylidene derivative) and Mo2(OAc)4 induced circular dichroism (ICD) experiments.
[1] Takatsuto, S.; Ikekawa, N. J. Chem. Soc., Perkin Trans. 1 1983, 2133.
[2] Thadepalli, H.; Chuah, S. K.; Iskandar, L.; Gollapudi, S. Int. J. Antimicrob. Agents 2002, 20, 180.
[3] Nakakita, Y.; Nakagawa, M.; Sakai, H. J. Antibiot. 1980, 33, 514.
[4] Roush, W. R.; Hartz, R. A.; Gustin, D. J. J. Am. Chem. Soc. 1999, 121, 1990.
[5] Kolb, H. C.; Van Nieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483.
[6] Harada, N.; Nakanishi, K. Acc. Chem. Res. 1972, 5, 257.
[7] Nakanishi, K.; Berova, N. Circular Dichroism: Principles and Applications, 2nd ed., Ed.: Woody, R. W., Weily-VCH, New York, 2000, Chapter 12.
[8] Bukhari, S. T. K.; Guthrie, R. D.; Scott, A. I.; Wrixon, A. D. Chem. Commun. 1968, 24, 1580.
[9] Bukhari, S. T. K.; Guthrie, R. D.; Scott, A. I.; Wrixon, A. D. Tetrahedron 1970, 26, 3653.
[10] Scott, I.; Wrixon, A. D. Chem. Commun. 1969, 20, 1184.
[11] Nakanishi, K.; Schooley, D. A.; Koreeda, M.; Dillon, J. Chem. Commun. 1971, 20, 1235.
[12] Dillon, J.; Nakanishi, K. J. Am. Chem. Soc. 1974, 96, 4055.
[13] Dillon, J.; Nakanishi, K. J. Am. Chem. Soc. 1975, 97, 5409.
[14] Frelek, J.; Ikekawa, N.; Takatsuto, S.; Snatzke, G. Chirality 1997, 9, 578.
[15] Bari, L. D.; Pescitelli, G.; Pratelli, C.; Pini, D.; Salvadori, P. J. Org. Chem. 2001, 66, 4819.
[16] Xu, L. X.; He, Z. X.; Xue, J. H.; Chen, X. P.; Wei, X. Y. J. Nat. Prod. 2010, 73, 885.
[17] Liu, J.; Du, D.; Si, Y. K.; Lv, H. N.; Wu, X. F.; Li, Y.; Liu, Y. Y.; Yu, S. S. Chin. J. Org. Chem. 2010, 30, 1270.
/
〈 |
|
〉 |