108-12-3Relevant articles and documents
LATEX EXTRACTABLES OF CALOTROPIS GIGANTEA
Thakur, Swapnadip,Das, Prantika,Itoh, Toshihiro,Imai, Kazunori,Matsumoto, Taro
, p. 2085 - 2087 (1984)
The hexane and methanol soluble extract of the latex coagulum of Calotropis gigantea afforded two new triterpene esters, viz. 3'-methylbutanoates of α-amyrin and ψ-taraxasterol, besides the known 3'-methylbutanoates of three triterpene alcohols.The compositions of the alkane fraction, total triterpene alcohol fraction, and free, acetyl and 3'-methylbutanoyl triterpene alcohol fractions of the extract were determined.Key Word Index- Calotropis gigantea; Asclepiadaceae; latex; 3'-methylbutanoyl, acetyl and free α-amyrin, β-amyrin, ψ-taraxasterol, taraxasterol and lupeol; alkanes.
Synthesis, pH dependent, plasma and enzymatic stability of bergenin prodrugs for potential use against rheumatoid arthritis
Singh, Rohit,Kumar, Vikas,Bharate, Sonali S.,Vishwakarma, Ram A.
, p. 5513 - 5521 (2017)
Bergenin is a unique C-glycoside natural product possessing anti-inflammatory and anti-arthritic activity. It is hydrophilic molecule and stable under acidic conditions however is unstable at neutral-basic pH conditions. The rate of degradation is directly proportional to the increase in pH which might be one of the reasons for its low oral bioavailability. Thus, herein our objective was to improve its stability using prodrug strategy. Various ester and ether prodrugs were synthesized and studied for lipophilicity, chemical stability and enzymatic hydrolysis in plasma/esterase. The stability of synthesized prodrugs was evaluated in buffers at different pH, in biorelevant media such as SGF, SIF, rat plasma and in esterase enzyme. All prodrugs displayed significantly improved lipophilicity compared with bergenin, which was in accordance with the criteria of drug-like compounds. Acetyl ester 4a2 appeared to be the most promising prodrug as it remained stable at gastric/intestinal pH and was completely transformed to the parent compound bergenin in plasma as desired for an ideal prodrug. The data presented herein, will help in designing stable prodrugs of unstable molecules with desired physicochemical properties in structurally similar chemotypes.
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Finan,Fothergill
, p. 2723,2725 (1963)
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Preparative synthesis of vanillin and vanillal alkanoates
Dikusar,Vyglazov,Moiseichuk,Zhukovskaya,Kozlov
, p. 120 - 124 (2005)
Procedures for preparing vanillin and vanillal alkanoates were developed.
Design and Synthesis of Natural Product Inspired Libraries Based on the Three-Dimensional (3D) Cedrane Scaffold: Toward the Exploration of 3D Biological Space
Tajabadi, Fatemeh Mazraati,Pouwer, Rebecca H.,Liu, Miaomiao,Dashti, Yousef,Campitelli, Marc R.,Murtaza, Mariyam,Mellick, George D.,Wood, Stephen A.,Jenkins, Ian D.,Quinn, Ronald J.
, p. 6609 - 6628 (2018/07/25)
A chemoinformatic method was developed to extract nonflat scaffolds embedded in natural products within the Dictionary of Natural Products (DNP). The cedrane scaffold was then chosen as an example of a nonflat scaffold that directs substituents in three-dimensional (3D) space. A cedrane scaffold that has three orthogonal handles to allow generation of 1D, 2D, and 3D libraries was synthesized on a large scale. These libraries would cover more than 50% of the natural diversity of natural products with an embedded cedrane scaffold. Synthesis of three focused natural product-like libraries based on the 3D cedrane scaffold was achieved. A phenotypic assay was used to test the biological profile of synthesized compounds against normal and Parkinson's patient-derived cells. The cytological profiles of the synthesized analogues based on the cedrane scaffold revealed that this 3D scaffold, prevalidated by nature, can interact with biological systems as it displayed various effects against normal and Parkinson's patient-derived cell lines.
