Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell
Most p-coumaric acid derivatives and molecules containing phenethyl moiety have a potential in anticancer activity. Thus, combining a p-coumaroyl group and a phenethyl moiety in one compound will increase anticancer activity. The principal objective of this research was to incorporate p-coumaroyl an...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Penerbit Universiti Kebangsaan Malaysia
2022
|
| Online Access: | http://journalarticle.ukm.my/19273/1/11.pdf |
| _version_ | 1796933034907271168 |
|---|---|
| author | Firdaus, Soekamto, Nunuk Hariani Seniwati, Firdausiah, Syadza Rasyid, Herlina Bahja, Islam, Muhammad Fajar |
| author_facet | Firdaus, Soekamto, Nunuk Hariani Seniwati, Firdausiah, Syadza Rasyid, Herlina Bahja, Islam, Muhammad Fajar |
| author_sort | Firdaus, |
| collection | UKM |
| description | Most p-coumaric acid derivatives and molecules containing phenethyl moiety have a potential in anticancer activity. Thus, combining a p-coumaroyl group and a phenethyl moiety in one compound will increase anticancer activity. The principal objective of this research was to incorporate p-coumaroyl and phenethyl moieties to form an ester, phenethyl p-coumarate (5), and an amide, N-phenethyl-p-coumaramide (6), then tested their anticancer activity using P388 leukemia murine cells. The characterization by FTIR method, compound 5 gave a strong absorption band of alkyl C-O bond that appears at 1165,00 cm-1, and compound 6 gave a sharp and medium absorption band of N-H bond that appears at 3396.64 cm-1. Docking studies of both compounds showed a hydrogen bond with Ile839 residue, and an additional hydrogen bond appeared between compound 6 and Ser991 residue. Based on their activity against P388 leukemia murine cells, these compounds are more active than their analog compounds of N-feruloylpiperidine and N-feruloylmorpholine, which have been synthesized previously. Compounds 5 and 6 have a high potential to be used as anticancer drugs. |
| first_indexed | 2024-03-06T04:40:59Z |
| format | Article |
| id | ukm.eprints-19273 |
| institution | Universiti Kebangsaan Malaysia |
| language | English |
| last_indexed | 2024-03-06T04:40:59Z |
| publishDate | 2022 |
| publisher | Penerbit Universiti Kebangsaan Malaysia |
| record_format | dspace |
| spelling | ukm.eprints-192732022-08-08T06:23:04Z http://journalarticle.ukm.my/19273/ Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell Firdaus, Soekamto, Nunuk Hariani Seniwati, Firdausiah, Syadza Rasyid, Herlina Bahja, Islam, Muhammad Fajar Most p-coumaric acid derivatives and molecules containing phenethyl moiety have a potential in anticancer activity. Thus, combining a p-coumaroyl group and a phenethyl moiety in one compound will increase anticancer activity. The principal objective of this research was to incorporate p-coumaroyl and phenethyl moieties to form an ester, phenethyl p-coumarate (5), and an amide, N-phenethyl-p-coumaramide (6), then tested their anticancer activity using P388 leukemia murine cells. The characterization by FTIR method, compound 5 gave a strong absorption band of alkyl C-O bond that appears at 1165,00 cm-1, and compound 6 gave a sharp and medium absorption band of N-H bond that appears at 3396.64 cm-1. Docking studies of both compounds showed a hydrogen bond with Ile839 residue, and an additional hydrogen bond appeared between compound 6 and Ser991 residue. Based on their activity against P388 leukemia murine cells, these compounds are more active than their analog compounds of N-feruloylpiperidine and N-feruloylmorpholine, which have been synthesized previously. Compounds 5 and 6 have a high potential to be used as anticancer drugs. Penerbit Universiti Kebangsaan Malaysia 2022-04 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/19273/1/11.pdf Firdaus, and Soekamto, Nunuk Hariani and Seniwati, and Firdausiah, Syadza and Rasyid, Herlina and Bahja, and Islam, Muhammad Fajar (2022) Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell. Sains Malaysiana, 51 (4). pp. 1085-1097. ISSN 0126-6039 https://www.ukm.my/jsm/malay_journals/jilid51bil4_2022/KandunganJilid51Bil4_2022.html |
| spellingShingle | Firdaus, Soekamto, Nunuk Hariani Seniwati, Firdausiah, Syadza Rasyid, Herlina Bahja, Islam, Muhammad Fajar Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell |
| title | Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell |
| title_full | Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell |
| title_fullStr | Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell |
| title_full_unstemmed | Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell |
| title_short | Phenethyl p-coumarate and N-phenethyl-p-coumaramide : synthesis, characterization, docking studies and anticancer activity through P388 cell |
| title_sort | phenethyl p coumarate and n phenethyl p coumaramide synthesis characterization docking studies and anticancer activity through p388 cell |
| url | http://journalarticle.ukm.my/19273/1/11.pdf |
| work_keys_str_mv | AT firdaus phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell AT soekamtonunukhariani phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell AT seniwati phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell AT firdausiahsyadza phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell AT rasyidherlina phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell AT bahja phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell AT islammuhammadfajar phenethylpcoumarateandnphenethylpcoumaramidesynthesischaracterizationdockingstudiesandanticanceractivitythroughp388cell |