气候变化领域集成服务门户(CCPortal): X-ray and DFT Study of Glaucocalyxin A Compound with Cytotoxic Activity

CCPortal

DOI	10.1088/1674-0068/22/03/275-284
	X-ray and DFT Study of Glaucocalyxin A Compound with Cytotoxic Activity
	Wang, Fu-dong; Wang, Tao; Wu, An-an; Ding, Lan; Wang, Han-qing
发表日期	2009
ISSN	1674-0068
EISSN	1003-7713
卷号	22 期号:3
英文摘要	The title compound glaucocalyxin A (1) (7 alpha,14 beta-dihydroxy-ent-kaur-16-en-3,15-dione) isolated from the leaves of isodon excisoides was characterized by IR, H-1 NMR C-13 NMR, H-1-H-1 COSY, HMQC, HMBC, and EIMS, and its crystal structure was determined by single-crystal X-ray diffraction. The X-ray crystal structure revealed that the molecular backbone of the chosen crystal is a tetracyclic system, including three six-membered rings and a five-membered ring, and the three six-membered rings are in a chair-like conformation. The five-membered ring adopts a twisted envelope-like conformation, and its geometrical parameters were compared with theoretical calculations at the B3LYP and HF level of theory. The molecules form extensive networks through the intra- and intermolecular hydrogen bonds. The experimental NMR data were interpreted with the aid of magnetic shielding constant calculations, by means of the GIAO (gauge-Including atomic orbitals) method. Calculated kind experimental results were compared with a satisfactory level of agreement. Molecular electrostatic potential map was used in an attempt to identify key features of the diterpenoid glaucocalyxin A that is necessary for its activity. Calculations of molecular electrostatic potential and stabilization energies suggest that the protonation of glaucocalyxin A will be able to occur on carbonyl oxygen atoms.
关键词	Isodon excisoides Glaucocalyxin A X-ray structure Density functional theory
学科领域	Physics
语种	英语
WOS研究方向	Physics, Atomic, Molecular & Chemical
来源期刊	CHINESE JOURNAL OF CHEMICAL PHYSICS
来源机构	中国科学院西北生态环境资源研究院
文献类型	期刊论文
条目标识符	http://gcip.llas.ac.cn/handle/2XKMVOVA/111550
作者单位	Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Solid Lubricat, Lanzhou 730000, Peoples R China
推荐引用方式 GB/T 7714	Wang, Fu-dong,Wang, Tao,Wu, An-an,et al. X-ray and DFT Study of Glaucocalyxin A Compound with Cytotoxic Activity[J]. 中国科学院西北生态环境资源研究院,2009,22(3).
APA	Wang, Fu-dong,Wang, Tao,Wu, An-an,Ding, Lan,&Wang, Han-qing.(2009).X-ray and DFT Study of Glaucocalyxin A Compound with Cytotoxic Activity.CHINESE JOURNAL OF CHEMICAL PHYSICS,22(3).
MLA	Wang, Fu-dong,et al."X-ray and DFT Study of Glaucocalyxin A Compound with Cytotoxic Activity".CHINESE JOURNAL OF CHEMICAL PHYSICS 22.3(2009).