The title compound glaucocalyxin A （1） （Ta,14β-dihydroxy-ent-kaur-16-en-3,15-dione） iso- lated from the leaves of isodon excisoides was characterized by IR, 1H NMR, 13C NMR, 1H-1H COSY, HMQC, HMBC, and EIMS, and ...The title compound glaucocalyxin A （1） （Ta,14β-dihydroxy-ent-kaur-16-en-3,15-dione） iso- lated from the leaves of isodon excisoides was characterized by IR, 1H NMR, 13C NMR, 1H-1H COSY, HMQC, HMBC, and EIMS, and its crystal structure was determined by singlecrystal 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 param- eters 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 and 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 po- tential and stabilization energies suggest that the protonation of glaucocalyxin A will be able to occur on carbonyl oxygen atoms.展开更多
Glaucocalyxin B(GLB)not only has many pharmacological actions such as anti-Parkinson's disease,preventing neuron injury,anti-neuritis and anti-rheumatoid arthritis,but also has good anti-tumor activity,especially ...Glaucocalyxin B(GLB)not only has many pharmacological actions such as anti-Parkinson's disease,preventing neuron injury,anti-neuritis and anti-rheumatoid arthritis,but also has good anti-tumor activity,especially with obvious therapeutic effect on cervical cancer,gastric cancer and breast cancer.In this paper,the pharmacological action and molecular mechanism of GLB are reviewed,in order to provide a theoretical basis for the development and clinical application of GLB.展开更多
Two new diterpenoids, named glaucocalyxin F and glaucocalyxin X, respectively, were isolated from the whole plant of Rabdosia japonica （Burm. f.） Hara var. glaucocalyx （Maxim.） Hara. Their structures was establish...Two new diterpenoids, named glaucocalyxin F and glaucocalyxin X, respectively, were isolated from the whole plant of Rabdosia japonica （Burm. f.） Hara var. glaucocalyx （Maxim.） Hara. Their structures was established on the basis of spectral analysis.展开更多
文摘The title compound glaucocalyxin A （1） （Ta,14β-dihydroxy-ent-kaur-16-en-3,15-dione） iso- lated from the leaves of isodon excisoides was characterized by IR, 1H NMR, 13C NMR, 1H-1H COSY, HMQC, HMBC, and EIMS, and its crystal structure was determined by singlecrystal 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 param- eters 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 and 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 po- tential and stabilization energies suggest that the protonation of glaucocalyxin A will be able to occur on carbonyl oxygen atoms.
基金Supported by Central Government Supports Local College Reform and Development Fund Talent Training Projects(2020GSP16)。
文摘Glaucocalyxin B(GLB)not only has many pharmacological actions such as anti-Parkinson's disease,preventing neuron injury,anti-neuritis and anti-rheumatoid arthritis,but also has good anti-tumor activity,especially with obvious therapeutic effect on cervical cancer,gastric cancer and breast cancer.In this paper,the pharmacological action and molecular mechanism of GLB are reviewed,in order to provide a theoretical basis for the development and clinical application of GLB.
基金Shanghai Leading Academic Discipline Project (No.B906).
文摘Two new diterpenoids, named glaucocalyxin F and glaucocalyxin X, respectively, were isolated from the whole plant of Rabdosia japonica （Burm. f.） Hara var. glaucocalyx （Maxim.） Hara. Their structures was established on the basis of spectral analysis.
