Medicinal Chemistry

Salidroside is a phenylpropanoid glycoside isolated from Rhodiola rosea L., a traditional Chinese medicinal (TCM) plant, and has displayed a broad spectrum of pharmacological properties, such as resisting anoxia, antiradiation and antifatigue. In addition, it has low toxicity as traditional Chinese medicinal plant. However, the bioavailability of salidroside is low because of its instability for hydrolase. Lots of researchers modified the structure of salidroside to enhance its bioactivity. This paper summarizes the structure modification and activities study of salidroside in recent ten years, and preliminary discuss the structure-activity relationship of salidroside analogues, which hope to provide new ideas of modification in future.

Vitex doniana Sweet, a plant commonly known black plum, in English, Prunier noir in French, dinya in Hausa, ucha koro in Igbo, oori-nla in yoruba and ngarmi in Kanuri is a medium-sized deciduous tree, 8-18 m high, with a heavy rounded crown and a clear bole up to 5 m. V. doniana is from Verbenaceae family and abundantly occurring in savannah regions. It can be found throughout tropical Africa. The ethanolic extract of Vitex doniana stem bark (11.9 g) was subjected to a silica gel accelerated column chromatography and eluents fractions (150 ml aliquots) obtained were collected and monitored with thin layer chromatography (TLC). Fractions with similar Rf values from same solvents system were poled together. Phytochemical test of all the fractions were perform. Complete elution yielded 48 fractions (150 ml/fraction) which were pooled to 24 fractions and finally to eight (8) eight fractions and coded. Fraction Vd8-a (56 mg) has gave a single spot a white crystal compound coded V1 on checking with TLC and observed under Ultraviolet lamp. The Rf values was calculated to be 0.433 and melting point was found to be 241-243°C uncorrected. The infrared spectrum of compound V1 shows prominent peaks that corresponds to OHstr (3365 cm-1) and C=0 (1652 cm-1). The 1H NMR (400 MHZ) spectrum of compound V1 in DMSO-d6 displayed five singlet signals. It further showed a broad singlet at δ 5.58 integrated for 1 H is due to an olefinic H-atom adjacent to the carbonyl carbon atom. Three signals at δ 3.10` (d, J = 9.0 Hz, H-22), 3.59 (m, 1H, 2H-a) and 3.72 (m, 1H, 3H-e) each integrating for one proton is due to an oxymethine protons indicating that three oxymethine H-atoms were present in the compound. The 13C-NMR spectrum showed the presence of 27 Carbon atoms, suggesting that may be steroid skeleton and the DEPT-135 spectra showed the presence of five CH3, eight CH2, and seven CH groups, and seven quaternary C-atoms. The Molecular formula was established as C27H44O7 by HRES-MS positive ion mode m/z 481.3179. Based on the spectral analysis, the compound V1 is thus concluded to have ecdysteriod skeleton and conclusively conforms with 2β, 3β 14α, 20R, 22R, 25- hexahydroxy-5 β cholest- 7-ene-6- one, commonly known as 20-hydroxyecdysone. This is the first time this compound was isolated from Vitex doniana sweet.

25-Methoxyl-dammarane-3β,12β,20-triol (25-OCH3-PPD), a dammarane-type triterpene sapogenin isolated from Panax notoginseng, has shown strong antitumor effects in various human cancer cell lines, including prostate cancer, lung cancer, breast cancer, gastric cancer, colorectal cancer, pancreatic cancer, and hepatic fibrosis. This review focuses on the progress of research into 25-OCH3-PPD and its derivatives in cancer therapy, including in vitro and in vivo activities, structure-activity relationships, and the molecular mechanisms of action. In addition, we also summarized a method to evaluate the oral subchronic toxicity, improve oral bioavailability, and establish quality control standards for 25-OCH3-PPD. In this review, we have provided a detailed discussion of 25-OCH3-PPD and supplied a scientific reference for the research and development of 25-OCH3-PPD as a potential anticancer drug.