Reference - Detail
| RRC ID | 74898 |
|---|---|
| Author | Shoji A, Arai Y, Asakawa R, Saito T, Kuramochi K, Yajima A. |
| Title | Synthesis and structure-activity relationship of violaceoid D, a cytotoxic alkylated phenol isolated from Aspergillus violaceofuscus Gasperini. |
| Journal | Biosci Biotechnol Biochem |
| Abstract |
The enantioselective synthesis of violaceoid D, a cytotoxic phenolic compound isolated from the culture broth of Aspergillus violaceofuscus Gasperini, was achieved. The total synthesis involves stereoselective construction of the stereogenic center of violaceoid D via Sharpless asymmetric dihydroxylation, followed by Smiles rearrangement. The absolute configuration of natural violaceoid D was determined to be R from the specific rotation value. Synthesized violaceoid D and its analogs were evaluated for cytotoxicity against two human cancer cell lines, Jurkat and HCT116. Because the enantiomer of violaceoid D showed no cytotoxicity, it is plausible that violaceoid D binds selectively to specific target molecules, such as proteins in the cancer cells. |
| Volume | 87(4) |
| Pages | 363-370 |
| Published | 2023-3-21 |
| DOI | 10.1093/bbb/zbac212 |
| PII | 6967133 |
| PMID | 36592963 |
| MeSH | Antineoplastic Agents* / pharmacology Humans Molecular Structure Phenol* Phenols / pharmacology Stereoisomerism Structure-Activity Relationship |
| IF | 1.516 |
| Altmetric score |
オルトメトリクス指標項目
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| The most frequently cited source | X(Twitter) |
| Total number of mentions | 3 |
| Altmetric score changes over past 6months | 0.0 |
| Resource | |
| Human and Animal Cells | HCT116(RCB2979) |