Hypofolins A - L, ent-Labdane Diterpenoids from the Roots of Hypoestes phyllostachya "Pink Splash'

被引:8
作者
Cheng, Bin [1 ,2 ,3 ]
Ding, Lin-Fen [2 ,3 ]
Yan, Tong [1 ,2 ,3 ]
Xie, Zhang-Qiao [1 ,2 ,3 ]
Zhang, Zhi-jun [1 ]
Song, Liu-Dong [2 ,3 ]
Wu, Xing-De [1 ]
Zhao, Qin-Shi [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
[2] Kunming Med Univ, Sch Pharmaceut Sci, Kunming 650500, Yunnan, Peoples R China
[3] Kunming Med Univ, Yunnan Key Lab Pharmacol Nat Prod, Kunming 650500, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
Hypoestes phyllostachya; ent-labdane diterpenoids; hypofolins A - L; cytotoxicity; NO production inhibitory activity; ACANTHACEAE; SERPENS; FORSKALEI; ROSEA;
D O I
10.1002/cbdv.201800124
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Twelve new ent-labdane diterpenoids, hypofolins A - F (1 - 6) and hypofolins G - L (7a/7b, 8a/8b, and 9a/9b), were isolated from the roots of Hypoestes phyllostachya Pink Splash'. Their structures were elucidated by extensive 1D- and 2D-NMR spectroscopic and HR-MS data. The absolute configurations of 1, 2, 5, and 7a/7b were determined by single crystal X-ray diffraction and ECD analysis, as well as chemical transformations. Compounds 7a/7b, 8a/8b, and 9a/9b were isolated as three pairs of interconverting mixture of two isomers between ketone and hemiketal types. Compound 1 showed weak cytotoxicity against SMMC-7721 cell line with IC50 value of 31.40 m.
引用
收藏
页数:12
相关论文
共 18 条
[1]   ROSEATOXIDE AND DIHYPOESTOXIDE - ADDITIONAL NEW DITERPENOIDS FROM HYPOESTES-ROSEA [J].
ADESOMOJU, AA ;
OKOGUN, JI .
JOURNAL OF NATURAL PRODUCTS, 1984, 47 (02) :308-311
[2]   Hypoestenonols A and B, new fusicoccane diterpenes from Hypoestes forskalei [J].
Al Musayeib, Nawal M. ;
Mothana, Ramzi A. ;
Mohamed, Gamal A. ;
Ibrahim, Sabrin R. M. ;
Maes, Louis .
PHYTOCHEMISTRY LETTERS, 2014, 10 :23-27
[3]   Pollen and Seed Morphology of Rhinacanthus Nees and Hypoestes Sol. ex R. Br. (Acanthaceae) of Yemen [J].
Al-Hakimi, Anisa S. ;
Maideen, Haja ;
Latiff, A. .
SAINS MALAYSIANA, 2015, 44 (01) :7-15
[4]   A new diterpene from Hypoestes serpens [J].
Andriamihaja, B ;
Martin, MT ;
Rasoanaivo, P ;
Frappier, F .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (02) :217-218
[5]   HAEMATIC AND HEPATROPROTECTIVE POTENTIALS OF HYPOESTES TRIFLORA AQUEOUS LEAF EXTRACT IN GUINEA-PIGS [J].
Bavhure, B. ;
Borive, M. ;
Kadima, Jn. .
INTERNATIONAL JOURNAL OF PHARMACEUTICAL SCIENCES AND RESEARCH, 2014, 5 (09) :3726-3732
[6]  
Bhatt A, 2010, BIOL RES, V43, P403, DOI [10.4067/S0716-97602010000400004, /S0716-97602010000400004]
[7]   Hypoestenone: A fusicoccane diterpene ketone from Hypoestes forskalei [J].
Muhammad, I ;
Mossa, JS ;
AlYahya, MA ;
ElFeraly, FS ;
McPhail, AT .
PHYTOCHEMISTRY, 1997, 44 (01) :125-129
[8]   Additional diterpene ketones from Hypoestes forskalei [J].
Muhammad, I ;
Mossa, JS ;
Ramadan, AF ;
El-Feraly, FS ;
Hufford, CD .
PHYTOCHEMISTRY, 1998, 47 (07) :1331-1336
[9]   Hypoestoxide, a novel anti-inflammatory natural diterpene, inhibits the activity of IκB kinase [J].
Ojo-Amaize, EA ;
Kapahi, P ;
Kakkanaiah, VN ;
Takahashi, T ;
Shalom-Barak, T ;
Cottam, HB ;
Adesomoju, AA ;
Nchekwube, EJ ;
Oyemade, OA ;
Karin, M ;
Okogun, JI .
CELLULAR IMMUNOLOGY, 2001, 209 (02) :149-157
[10]   Plasmodium berghei:: Antiparasitic effects of orally administered Hypoestoxide in mice [J].
Ojo-Amaize, Emmanuel A. ;
Nchekwube, Emeka J. ;
Cottam, Howard B. ;
Oyemade, Olusola A. ;
Adesomoju, Akinbo A. ;
Okogun, Joseph I. .
EXPERIMENTAL PARASITOLOGY, 2007, 117 (02) :218-221