Synthesis and antiangiogenic activity of 6-amido-2,4,5-trimethylpyridin-3-ols
- Authors
- Lee, Hyunji; Banskota, Suhrid; Kim, Dong-Guk; Been, Jae-Hui; Jin, You-Jin; Gautam, Jaya; Jang, Hyeonjin; Nam, Tae-Gyu; Kim, Jung-Ae; Jeong, Byeong-Seon
- Issue Date
- Jul-2014
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- Amidopyridinol; Angiogenesis; Antiangiogenic; Antitumor; Chick chorioallantoic membrane assay
- Citation
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.24, no.14, pp.3131 - 3136
- Indexed
- SCIE
SCOPUS
- Journal Title
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Volume
- 24
- Number
- 14
- Start Page
- 3131
- End Page
- 3136
- URI
- https://scholarworks.bwise.kr/erica/handle/2021.sw.erica/22369
- DOI
- 10.1016/j.bmcl.2014.05.005
- ISSN
- 0960-894X
- Abstract
- We recently reported that 6-aminoalkyl-2,4,5-trimethylpyridin-3-ols, novel series of 6-aminopyridin-3-ol-based antioxidants, have high antiangiogenic activities. In pursuit of wider variety in the analogues, we here report the synthesis and antiangiogenic activities of 6-amidoalkyl-2,4,5-trimethylpyridin-3-ols, which would not be considered excellent antioxidants because of the poorer electron-donating effect of the C(6)-amido group than the corresponding C(6)-amino group. The selected 6-amido compounds showed up to several fold-higher antiangiogenic activities and up to an order of magnitude better antitumor activities in the chick embryo chorioallantoic membrane (CAM) assay than SU4312, a positive control. We also found that paracetamol, as a direct phenolic analogue of our simplest 6-amidopyridin-3-ol, showed a moderate level of antiangiogenic activity. We propose this study will offer a basis for a scaffold of novel angiogenesis inhibitors that can perturb angiogenesis-related pathologies. (C) 2014 Elsevier Ltd. All rights reserved.
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