85999-40-2Relevant articles and documents
A New Lupane-Type Triterpenoid Saponin from Lonicera macranthoides
Chen, Yu,Zhao, Youyi,Wang, Ming,Wang, Qizhi,Shan, Yu,Guan, Fuqin,Feng, Xu
, p. 1087 - 1090 (2014)
A new lupane-type triterpenoid saponin, named lonimacranthoside A 1, was isolated from the flower buds of Lonicera macranthoides. The structure of lonimacranthoside A1 was elucidated as 3β-O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl-23- hydroxy-lup-20(29)-en-28-oic acid 28-O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester (1) on the basis of spectral data and chemical evidence. This is the first reported occurrence of a lupane-type saponin in the plant.
Improving Physical Properties via C-H Oxidation: Chemical and Enzymatic Approaches
Michaudel, Quentin,Journot, Guillaume,Regueiro-Ren, Alicia,Goswami, Animesh,Guo, Zhiwei,Tully, Thomas P.,Zou, Lufeng,Ramabhadran, Raghunath O.,Houk, Kendall N.,Baran, Phil S.
supporting information, p. 12091 - 12096 (2016/02/23)
Physicochemical properties constitute a key factor for the success of a drug candidate. Whereas many strategies to improve the physicochemical properties of small heterocycle-type leads exist, complex hydrocarbon skeletons are more challenging to derivatize because of the absence of functional groups. A variety of C-H oxidation methods have been explored on the betulin skeleton to improve the solubility of this very bioactive, yet poorly water-soluble, natural product. Capitalizing on the innate reactivity of the molecule, as well as the few molecular handles present on the core, allowed oxidations at different positions across the pentacyclic structure. Enzymatic oxidations afforded several orthogonal oxidations to chemical methods. Solubility measurements showed an enhancement for many of the synthesized compounds. A handle on [O]: A variety of C-H oxidation methods were explored on the betulin skeleton to improve the solubility of this bioactive, yet poorly water-soluble, natural product. The innate reactivity of the molecule, as well as the molecular handles present on the core, allowed oxidations at different positions. Solubility enhancement was observed for many of the synthesized compounds.
23-Substituted Derivatives of Lupane-type Pentacyclic Triterpenoids
-
Page/Page column 25-26, (2010/06/19)
The present invention comprises small molecule inhibitors of cell proliferative conditions, in particular cancer and conditions associated with cancer. For example, associated malignancies include ovarian cancer, cervical cancer, breast cancer, colorectal cancer, and glioblastomas, among others. Accordingly, the compounds of the present invention are useful for treating, preventing, and/or inhibiting these diseases. Thus, the present invention also comprises pharmaceutical formulations comprising the compounds and methods of using the compounds and formulations to inhibit cancer and treat, prevent, or inhibit the foregoing diseases.