Suberedamine

{{Chembox

| ImageFile = suberedamine A.svg

| ImageCaption = Suberedamine A

| ImageFile2 = suberedamine B.svg

| ImageCaption2 = Suberedamine B

|Section1={{Chembox Identifiers

|index1_label=A

|index2_label=B

| CASNo1 = 352197-11-6

| CASNo2 = 352197-39-8

| ChEMBL1 = 464660

| ChEMBL2 = 465833

| ChemSpiderID1 = 8659624

| ChemSpiderID2 = 8434200

| PubChem1 = 10484217

| PubChem2 = 10258717

| InChI1=1S/C23H30Br3N3O3/c1-29(2)9-4-10-32-22-18(25)12-16(13-19(22)26)7-8-28-23(30)20(27)14-15-5-6-21(31-3)17(24)11-15/h5-6,11-13,20H,4,7-10,14,27H2,1-3H3,(H,28,30)/t20-/m0/s1

| InChIKey1 = CPOMDHYOIBOZBW-FQEVSTJZSA-N

| SMILES1 = CN(C)CCCOC1=C(C=C(C=C1Br)CCNC(=O)[C@H](CC2=CC(=C(C=C2)OC)Br)N)Br

| InChI2=1S/C24H32Br3N3O3/c1-28-21(15-16-6-7-22(32-4)18(25)12-16)24(31)29-9-8-17-13-19(26)23(20(27)14-17)33-11-5-10-30(2)3/h6-7,12-14,21,28H,5,8-11,15H2,1-4H3,(H,29,31)/t21-/m0/s1

| InChIKey2 = MNNHZXNEKPRDII-NRFANRHFSA-N

| SMILES2 = CN[C@@H](CC1=CC(=C(C=C1)OC)Br)C(=O)NCCC2=CC(=C(C(=C2)Br)OCCCN(C)C)Br

}}

|Section2={{Chembox Properties

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|Section8={{Chembox Related

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Suberedamines are chemical compounds that have been isolated from marine sponges in the genus Suberea.{{cite journal |url=https://www.ncbi.nlm.nih.gov/pubmed/22620987 |title=Synthesis and biological evaluation of purpurealidin E-derived marine sponge metabolites: aplysamine-2, aplyzanzine A, and suberedamines A and B|year=2012|doi=10.1021/np300102z|pmid=22620987|last1=Kottakota|first1=S. K.|last2=Evangelopoulos|first2=D.|last3=Alnimr|first3=A.|last4=Bhakta|first4=S.|last5=McHugh|first5=T. D.|last6=Gray|first6=M.|last7=Groundwater|first7=P. W.|last8=Marrs|first8=E. C.|last9=Perry|first9=J. D.|last10=Spilling|first10=C. D.|last11=Harburn|first11=J. J.|journal=Journal of Natural Products|volume=75|issue=6|pages=1090–101|bibcode=2012JNAtP..75.1090K }} The compounds are brominated tyrosine dimer derivatives.{{cite book |last1=Zhou |first1=Jiaju |title=Alkaloids, Part 1 |date=23 September 2019 |publisher=Walter de Gruyter GmbH & Co KG |isbn=978-3-11-065519-3 |pages=112–113 |url=https://books.google.com/books?id=vUDEDwAAQBAJ&pg=PA112 |language=en}}

References

{{Reflist}}

Extra reading

  • {{cite journal |last1=Tsuda |first1=Masashi |last2=Sakuma |first2=Yusuke |last3=Kobayashi |first3=Jun'ichi |title=Suberedamines A and B, New Bromotyrosine Alkaloids from a Sponge Suberea Species |journal=Journal of Natural Products |date=July 2001 |volume=64 |issue=7 |pages=980–982 |doi=10.1021/np010077g|pmid=11473442 |bibcode=2001JNAtP..64..980T }}
  • {{cite web |last1=Xiong |first1=Fong |title=Total Synthesis of Suberedamine a |url=https://acs.confex.com/acs/wrm08/techprogram/P61907.HTM |website=acs.confex.com |accessdate=15 November 2020}}
  • {{cite book |last1=Cordell |first1=Geoffrey A. |title=The Alkaloids: Chemistry and Biology |date=23 August 2005 |publisher=Gulf Professional Publishing |isbn=978-0-12-469561-0 |url=https://books.google.com/books?id=ZWD9v0iYynYC&pg=PA86 |language=en|page=86}}

Category:Sponge biology

Category:Bromoarenes

Category:Methoxy compounds

Category:Tertiary amines

Category:Amides

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