Four New Sesquiterpenoids from the Fruits of Alpinia oxyphylla

被引：30

作者：

Lv, Xiao-Qing ^{[1
]}

Luo, Jian-Guang ^{[1
]}

Wang, Xiao-Bing ^{[1
]}

Wang, Jun-Song ^{[1
]}

Luo, Jun ^{[1
]}

Kong, Ling-Yi ^{[1
]}

机构：

[1] China Pharmaceut Univ, Dept Nat Med Chem, Nanjing 210009, Peoples R China

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2011年 / 59卷 / 03期

基金：

中国国家自然科学基金;

关键词：

Alpinia oxyphylla; sesquiterpenoid; electronic circular dichroism; NITRIC-OXIDE PRODUCTION; ABSOLUTE STEREOSTRUCTURES;

D O I：

10.1248/cpb.59.402

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

Two new norsesquiterpenoids, oxyphyllenotriol A (1) and oxyphyllone G (2), and two new sesquiterpenoids, oxyphyllol D (3) and oxyphyllol E (4), together with two known compounds (5, 6) were isolated from the fruits of Alpinia oxyphylla. Their structures were determined on the basis of spectroscopic analysis, including high resolution electrospray ionization mass spectrometry (HR-ESI-MS), 1D- and 2D-NMR, and the absolute configurations of 2 and 4 were determined by theoretical calculation of electronic circular dichroism (ECD) and comparison with the experimental ECD spectra.

引用

页码：402 / 406

页数：5

共 17 条

[1]

Saludimerines A and B, novel-type dimeric alkaloids with stereogenic centers and configurationally semistable biaryl axes [J].

Bracher, F ;

Eisenreich, WJ ;

Mühlbacher, J ;

Dreyer, M ;

Bringmann, G .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (25) :8602-8608

[2]

Stereochemistry of isoplagiochin C, a macrocyclic bisbibenzyl from liverworts [J].

Bringmann, G ;

Mühlbacher, J ;

Reichert, M ;

Dreyer, M ;

Kolz, J ;

Speicher, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) :9283-9290

[3]

EUDESMANOLIDES FROM PICRIS-ACULEATA [J].

BRUNO, M ;

HERZ, W .

PHYTOCHEMISTRY, 1988, 27 (04) :1201-1203

[4]

Chinese Pharmacopoeia Commission, 2010, PHARM PEOPL REP CHIN, V1, P274

[5]

EUDESMAN-12,8-BETA-OLIDES AND OTHER TERPENES FROM ARTEMISIA SPECIES [J].

GREGER, H ;

ZDERO, C ;

BOHLMANN, F .

PHYTOCHEMISTRY, 1986, 25 (04) :891-897

[6]

SESQUITERPENOIDS .52. 4ALPHA,5ALPHA-OXIDOEUDESM-11-EN-3ALPHA-OL, SESQUITERPENOID OF CYPERUS-ROTUNDUS [J].

HIKINO, H ;

AOTA, K .

PHYTOCHEMISTRY, 1976, 15 (08) :1265-1266

[7]

Kuo YH, 1999, CHEM PHARM BULL, V47, P1017, DOI 10.1248/cpb.47.1017

[8]

Insecticidal sesquiterpene from Alpinia oxyphylla against Drosophila melanogaster [J].

Miyazawa, M ;

Nakamura, Y ;

Ishikawa, Y .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2000, 48 (08) :3639-3641

[9]

Absolute stereostructures of three new sesquiterpenes from the fruit of Alpinia oxyphylla with inhibitory effects on nitric oxide production and degranulation in RBL-2H3 cells [J].

Morikawa, T ;

Matsuda, H ;

Toguchida, I ;

Ueda, K ;

Yoshikawa, M .

JOURNAL OF NATURAL PRODUCTS, 2002, 65 (10) :1468-1474

[10]

Absolute stereostructures of novel norcadinane- and trinoreudesmane-type sesquiterpenes with nitric oxide production inhibitory activity from Alpinia oxyphylla [J].

Muraoka, O ;

Fujimoto, M ;

Tanabe, G ;

Kubo, M ;

Minematsu, T ;

Matsuda, H ;

Morikawa, T ;

Toguchida, I ;

Yoshikawa, M .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (16) :2217-2220

← 1 2 →