dc.contributor.author | Leino, Teppo O. | |
dc.contributor.author | Sieger, Peter | |
dc.contributor.author | Yli-Kauhaluoma, Jari | |
dc.contributor.author | Wallén, Erik A.A. | |
dc.contributor.author | Kley, Jörg T. | |
dc.date.accessioned | 2022-04-26T06:06:39Z | |
dc.date.available | 2022-04-26T06:06:39Z | |
dc.date.issued | 2022 | |
dc.identifier.citation | Leino, T. O., Sieger, P., Yli-Kauhaluoma, J., Wallén, E. A., & Kley, J. T. (2022). The azulene scaffold from a medicinal chemist's perspective : Physicochemical and in vitro parameters relevant for drug discovery. <i>European Journal of Medicinal Chemistry</i>, <i>237</i>, Article 114374. <a href="https://doi.org/10.1016/j.ejmech.2022.114374" target="_blank">https://doi.org/10.1016/j.ejmech.2022.114374</a> | |
dc.identifier.other | CONVID_118852176 | |
dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/80698 | |
dc.description.abstract | Azulene is a bicyclic scaffold rarely applied in medicinal chemistry. Here we report physicochemical and in vitro parameters relevant for drug discovery for a series of diversely substituted azulenes. We synthesized and characterized several scaffold hopping series of analogously substituted azulenes, indoles and naphthalenes. This enabled a comparison of azulene with the more common scaffolds indole and naphthalene. Our data indicates that undesirably low photostability of azulenes is restricted to certain substitution patterns. Generally, we conclude that azulene is an underused lipophilic bicycle and should be considered as a valuable complement to the collection of medicinal chemistry scaffolds. | en |
dc.format.mimetype | application/pdf | |
dc.language.iso | eng | |
dc.publisher | Elsevier | |
dc.relation.ispartofseries | European Journal of Medicinal Chemistry | |
dc.rights | CC BY 4.0 | |
dc.subject.other | Indole | |
dc.subject.other | Naphthalene | |
dc.subject.other | Photostability | |
dc.subject.other | Scaffold hopping | |
dc.title | The azulene scaffold from a medicinal chemist's perspective : Physicochemical and in vitro parameters relevant for drug discovery | |
dc.type | article | |
dc.identifier.urn | URN:NBN:fi:jyu-202204262374 | |
dc.contributor.laitos | Kemian laitos | fi |
dc.contributor.laitos | Department of Chemistry | en |
dc.contributor.oppiaine | Orgaaninen kemia | fi |
dc.contributor.oppiaine | Nanoscience Center | fi |
dc.contributor.oppiaine | Organic Chemistry | en |
dc.contributor.oppiaine | Nanoscience Center | en |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
dc.description.reviewstatus | peerReviewed | |
dc.relation.issn | 0223-5234 | |
dc.relation.volume | 237 | |
dc.type.version | publishedVersion | |
dc.rights.copyright | © 2022 the Authors | |
dc.rights.accesslevel | openAccess | fi |
dc.relation.grantnumber | 330800 | |
dc.subject.yso | atsuleeni | |
dc.subject.yso | lääkesuunnittelu | |
dc.subject.yso | aromaattiset yhdisteet | |
dc.subject.yso | lääkekemia | |
dc.subject.yso | biologinen aktiivisuus | |
dc.format.content | fulltext | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p38581 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p25180 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p23502 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p25557 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p24582 | |
dc.rights.url | https://creativecommons.org/licenses/by/4.0/ | |
dc.relation.doi | 10.1016/j.ejmech.2022.114374 | |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Suomen Akatemia | fi |
jyx.fundingprogram | Postdoctoral Researcher, AoF | en |
jyx.fundingprogram | Tutkijatohtori, SA | fi |
jyx.fundinginformation | T.O.L. acknowledges the Academy of Finland (grant no. 330800) and the Doctoral Programme in Drug Research of the University of Helsinki for financial support. | |
dc.type.okm | A1 | |