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Sep 10, 2021;19 (9):

Marine Pyrrole Alkaloids.

Kevin Seipp, Leander Geske, Till Opatz
Author Information
  1. Kevin Seipp: Department of Chemistry, Organic Chemistry Section, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany.
  2. Leander Geske: Department of Chemistry, Organic Chemistry Section, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany.
  3. Till Opatz: Department of Chemistry, Organic Chemistry Section, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany. ORCID
PMID: 34564176 DOI: 10.3390/md19090514

Abstract

Nitrogen heterocycles are essential parts of the chemical machinery of life and often reveal intriguing structures. They are not only widespread in terrestrial habitats but can also frequently be found as natural products in the marine environment. This review highlights the important class of marine pyrrole alkaloids, well-known for their diverse biological activities. A broad overview of the marine pyrrole alkaloids with a focus on their isolation, biological activities, chemical synthesis, and derivatization covering the decade from 2010 to 2020 is provided. With relevant structural subclasses categorized, this review shall provide a clear and timely synopsis of this area.

Keywords

alkaloids bromopyrroles marine natural products nitrogen heterocycles pyrrole-aminoimidazole alkaloids pyrrole-imidazole alkaloids pyrroles

References

  1. J Nat Prod. 2018 Jan 26;81(1):188-202 [PMID: 29297684]
  2. J Nat Prod. 2010 Mar 26;73(3):456-8 [PMID: 19894692]
  3. J Nat Prod. 2010 Mar 26;73(3):383-7 [PMID: 20337497]
  4. BMC Genomics. 2020 Mar 30;21(1):265 [PMID: 32228434]
  5. J Nat Prod. 2007 Nov;70(11):1741-5 [PMID: 17958397]
  6. J Comb Chem. 2010 Jul 12;12(4):541-7 [PMID: 20429575]
  7. Pharmacol Ther. 2020 Jul;211:107552 [PMID: 32305312]
  8. Org Lett. 2013 Apr 5;15(7):1516-9 [PMID: 23472820]
  9. Nat Prod Rep. 2016 Oct 26;33(11):1268-1317 [PMID: 27714029]
  10. Nat Prod Rep. 2011 Jul;28(7):1229-60 [PMID: 21556392]
  11. J Am Chem Soc. 2004 Mar 31;126(12):3726-7 [PMID: 15038721]
  12. J Org Chem. 1999 Jan 8;64(1):16-22 [PMID: 11674079]
  13. Chem Biodivers. 2017 Jul;14(7): [PMID: 28222487]
  14. Angew Chem Int Ed Engl. 2010 Jun 28;49(28):4775-9 [PMID: 20514657]
  15. J Org Chem. 2010 May 21;75(10):3240-50 [PMID: 20405892]
  16. J Org Chem. 2014 Mar 7;79(5):1920-8 [PMID: 24304148]
  17. Mar Drugs. 2019 Jan 16;17(1): [PMID: 30654589]
  18. Mar Drugs. 2018 Aug 02;16(8): [PMID: 30072656]
  19. Nat Prod Rep. 2017 Aug 2;34(8):1010-1034 [PMID: 28737179]
  20. J Nat Prod. 1998 Jan;61(1):122-5 [PMID: 9461661]
  21. Org Lett. 2015 Jan 2;17(1):122-5 [PMID: 25514017]
  22. J Nat Prod. 2001 Dec;64(12):1576-8 [PMID: 11754618]
  23. Angew Chem Int Ed Engl. 2018 May 22;57(21):6090-6094 [PMID: 29573100]
  24. J Org Chem. 2013 Oct 4;78(19):9608-13 [PMID: 24032556]
  25. Org Lett. 2014 Oct 3;16(19):5176-9 [PMID: 25247626]
  26. Bioorg Med Chem. 2006 Jan 1;14(1):17-24 [PMID: 16169235]
  27. J Nat Prod. 2006 Dec;69(12):1739-44 [PMID: 17190452]
  28. Mar Drugs. 2017 Jul 19;15(7): [PMID: 28753937]
  29. J Nat Prod. 2014 May 23;77(5):1170-8 [PMID: 24824796]
  30. Org Lett. 2017 May 5;19(9):2262-2265 [PMID: 28421772]
  31. Beilstein J Org Chem. 2014 May 26;10:1228-32 [PMID: 24991272]
  32. Org Lett. 2010 Apr 2;12(7):1600-3 [PMID: 20218641]
  33. Org Lett. 2017 Jan 20;19(2):420-423 [PMID: 28054786]
  34. RSC Adv. 2020 Nov 27;10(70):43168-43174 [PMID: 35514893]
  35. Chem Asian J. 2015 Dec;10(12):2631-50 [PMID: 26183429]
  36. J Am Chem Soc. 2021 Feb 24;143(7):2970-2983 [PMID: 33570388]
  37. Chem Sci. 2015 Nov 1;6(11):6448-6455 [PMID: 30090263]
  38. Chem Sci. 2020 Sep 21;11(44):12081-12088 [PMID: 34094423]
  39. Chemistry. 2017 Sep 7;23(50):12064-12086 [PMID: 28464370]
  40. J Nat Prod. 2017 May 26;80(5):1684-1687 [PMID: 28418245]
  41. Bioorg Med Chem. 2010 Feb;18(3):1297-311 [PMID: 20061160]
  42. Eur J Med Chem. 2016 Mar 3;110:13-31 [PMID: 26807541]
  43. J Nat Prod. 2010 Dec 27;73(12):2047-52 [PMID: 21090803]
  44. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5207-11 [PMID: 20655217]
  45. Org Lett. 2004 Jul 8;6(14):2369-71 [PMID: 15228281]
  46. J Nat Prod. 1999 Nov;62(11):1581-3 [PMID: 10579881]
  47. ACS Med Chem Lett. 2013 Dec 27;5(2):178-82 [PMID: 24900794]
  48. J Nat Prod. 2015 Jun 26;78(6):1383-9 [PMID: 26035733]
  49. J Antibiot (Tokyo). 1997 Jul;50(7):617-20 [PMID: 9711253]
  50. Org Lett. 2012 Sep 21;14(18):4770-3 [PMID: 22963079]
  51. Chem Commun (Camb). 2013 Jan 21;49(6):558-60 [PMID: 23128288]
  52. J Nat Prod. 2019 Sep 27;82(9):2586-2593 [PMID: 31532203]
  53. Angew Chem Int Ed Engl. 2012 Dec 3;51(49):12238-41 [PMID: 23109225]
  54. J Nat Prod. 2010 Apr 23;73(4):720-3 [PMID: 20166736]
  55. J Antibiot (Tokyo). 2020 Aug;73(8):542-547 [PMID: 32332871]
  56. Org Lett. 2013 Jul 5;15(13):3262-5 [PMID: 23767821]
  57. Mar Drugs. 2020 Dec 04;18(12): [PMID: 33291602]
  58. Mar Drugs. 2016 Nov 02;14(11): [PMID: 27827848]
  59. Nat Prod Res. 2014;28(12):888-94 [PMID: 24650250]
  60. J Antibiot (Tokyo). 1988 Sep;41(9):1170-7 [PMID: 3182398]
  61. J Am Chem Soc. 2011 Sep 21;133(37):14710-26 [PMID: 21861522]
  62. Bioorg Med Chem Lett. 2010 Jun 1;20(11):3284-6 [PMID: 20452770]
  63. J Med Chem. 2021 Jun 24;64(12):7879-7899 [PMID: 34128674]
  64. Chem Biodivers. 2017 Mar;14(3): [PMID: 27936301]
  65. Mar Drugs. 2018 Dec 17;16(12): [PMID: 30563015]
  66. Nat Prod Rep. 2019 Feb 20;36(2):289-306 [PMID: 30039828]
  67. Mar Drugs. 2012 Jun;10(6):1412-1421 [PMID: 22822382]
  68. Nat Prod Res. 2015 Feb;29(3):231-8 [PMID: 25116895]
  69. Eur J Med Chem. 2014 Oct 6;85:807-17 [PMID: 25189362]
  70. Org Lett. 2017 Oct 6;19(19):5418-5421 [PMID: 28898092]
  71. Front Chem. 2018 Oct 30;6:528 [PMID: 30425983]
  72. Org Biomol Chem. 2011 Jul 7;9(13):4959-76 [PMID: 21597627]
  73. Org Lett. 2016 Apr 15;18(8):1816-9 [PMID: 27046459]
  74. Curr Med Chem. 2021;28(22):4343-4355 [PMID: 32196440]
  75. J Nat Prod. 2016 Feb 26;79(2):353-61 [PMID: 26883470]
  76. Eur J Med Chem. 2012 Mar;49:379-96 [PMID: 22305342]
  77. Mar Drugs. 2014 Dec 18;12(12):6142-77 [PMID: 25528958]
  78. Mar Drugs. 2010 Jul 14;8(7):2162-74 [PMID: 20714430]
  79. J Nat Prod. 2018 Oct 26;81(10):2296-2300 [PMID: 30281303]
  80. J Med Chem. 2020 Oct 22;63(20):12023-12042 [PMID: 32986419]
  81. J Med Chem. 2013 Sep 12;56(17):6886-900 [PMID: 23927793]
  82. Org Lett. 2020 May 1;22(9):3412-3417 [PMID: 32286836]
  83. J Nat Prod. 2012 Apr 27;75(4):617-21 [PMID: 22439674]
  84. J Org Chem. 2014 Jan 17;79(2):529-37 [PMID: 24364699]
  85. Angew Chem Int Ed Engl. 2012 May 14;51(20):4877-81 [PMID: 22473581]
  86. Nat Prod Rep. 2006 Aug;23(4):517-31 [PMID: 16874387]
  87. Org Lett. 2016 Jan 15;18(2):332-5 [PMID: 26741300]
  88. Mar Drugs. 2014 May 13;12(5):2802-15 [PMID: 24828288]
  89. J Org Chem. 2014 Dec 5;79(23):11674-89 [PMID: 25380131]
  90. Org Lett. 2008 Feb 21;10(4):629-31 [PMID: 18205372]
  91. J Nat Med. 2018 Jun;72(3):803-807 [PMID: 29569222]
  92. Curr Med Chem. 2021;28(18):3568-3594 [PMID: 33106135]
  93. Bioorg Med Chem. 2017 Dec 15;25(24):6563-6580 [PMID: 29133033]
  94. Org Lett. 2009 Apr 2;11(7):1535-8 [PMID: 19278243]
  95. Chem Sci. 2010 Jan 1;1:561-566 [PMID: 21218186]
  96. Int J Mol Sci. 2018 Jun 05;19(6): [PMID: 29874826]
  97. Chem Pharm Bull (Tokyo). 2016;64(7):691-4 [PMID: 27373625]
  98. Chem Commun (Camb). 2014 Aug 14;50(63):8628-39 [PMID: 24828265]
  99. Org Biomol Chem. 2019 Jan 31;17(5):1053-1057 [PMID: 30543262]
  100. J Nat Prod. 2014 Aug 22;77(8):1887-92 [PMID: 25069084]
  101. J Am Chem Soc. 2019 Feb 13;141(6):2274-2278 [PMID: 30691264]
  102. J Org Chem. 2019 Sep 20;84(18):11596-11603 [PMID: 31433662]
  103. J Nat Prod. 2008 Oct;71(10):1732-7 [PMID: 18842058]
  104. Alkaloids Chem Biol. 2005;61:59-262 [PMID: 16173400]
  105. J Org Chem. 2019 Sep 6;84(17):11025-11031 [PMID: 31392888]
  106. J Org Chem. 2020 Oct 16;85(20):12971-12987 [PMID: 32880173]
  107. Alkaloids Chem Biol. 2020;83:1-112 [PMID: 32098648]
  108. J Nat Prod. 2016 Feb 26;79(2):434-7 [PMID: 26872204]
  109. Org Lett. 2014 Oct 17;16(20):5366-9 [PMID: 25286294]
  110. J Org Chem. 1997 Feb 7;62(3):456-464 [PMID: 11671434]
  111. J Nat Prod. 2004 Aug;67(8):1262-7 [PMID: 15332839]
  112. Chem Biol. 2015 Sep 17;22(9):1270-9 [PMID: 26299672]
  113. Mini Rev Med Chem. 2018;18(19):1640-1658 [PMID: 27145848]
  114. Org Lett. 2020 Sep 4;22(17):6698-6702 [PMID: 32379973]
  115. J Nat Prod. 2010 Feb 26;73(2):258-62 [PMID: 20055495]
  116. Medchemcomm. 2019 Mar 1;10(3):478-483 [PMID: 31015911]
  117. Org Biomol Chem. 2016 Jun 28;14(24):5390-401 [PMID: 26879381]
  118. Biosci Biotechnol Biochem. 2005 Jun;69(6):1202-5 [PMID: 15973055]
  119. Chem Pharm Bull (Tokyo). 2014;62(2):213-6 [PMID: 24492593]
  120. Org Lett. 2011 May 20;13(10):2536-9 [PMID: 21491871]
  121. Angew Chem Int Ed Engl. 2006 Apr 28;45(18):2912-5 [PMID: 16566053]
  122. Sci Rep. 2017 Feb 10;7:42382 [PMID: 28186197]
  123. Appl Microbiol Biotechnol. 2017 Aug;101(15):6123-6136 [PMID: 28620687]
  124. Mar Drugs. 2020 Jul 28;18(8): [PMID: 32731567]
  125. Org Lett. 2012 Dec 21;14(24):6154-7 [PMID: 23211017]
  126. Org Lett. 2007 Apr 26;9(9):1765-7 [PMID: 17411060]
  127. J Nat Prod. 2019 Apr 26;82(4):1024-1028 [PMID: 30793902]
  128. Mar Genomics. 2021 Feb;55:100803 [PMID: 33517980]
  129. Mar Drugs. 2019 Jul 25;17(8): [PMID: 31349703]
  130. Org Lett. 2017 Mar 17;19(6):1298-1301 [PMID: 28271893]
  131. J Nat Prod. 2020 Nov 25;83(11):3464-3470 [PMID: 33151696]
  132. Front Pharmacol. 2020 Nov 30;11:592985 [PMID: 33390973]
  133. Mar Drugs. 2012 Aug;10(8):1799-1811 [PMID: 23015775]
  134. J Am Chem Soc. 2014 Mar 26;136(12):4565-74 [PMID: 24575817]
  135. Alkaloids Chem Biol. 2017;77:117-219 [PMID: 28212701]
  136. Org Biomol Chem. 2014 Mar 14;12(10):1579-84 [PMID: 24458130]
  137. Acta Naturae. 2009 Jul;1(2):15-25 [PMID: 22649599]
  138. ACS Med Chem Lett. 2018 Sep 13;9(10):959-961 [PMID: 30344898]
  139. ACS Med Chem Lett. 2011 Sep 17;2(11):866-9 [PMID: 24900275]
  140. Chem Rev. 2011 Sep 14;111(9):5465-91 [PMID: 21688850]
  141. Bioorg Med Chem. 2011 Dec 15;19(24):7541-50 [PMID: 22071527]
  142. Org Lett. 2011 Jan 21;13(2):312-5 [PMID: 21175172]
  143. Org Lett. 2012 Jul 6;14(13):3364-7 [PMID: 22694269]
  144. J Org Chem. 2015 Nov 20;80(22):11605-10 [PMID: 26473557]
  145. Science. 2014 Oct 10;346(6206):219-24 [PMID: 25301624]
  146. J Med Chem. 2019 Nov 27;62(22):10167-10181 [PMID: 31647655]
  147. Mar Drugs. 2020 Aug 30;18(9): [PMID: 32872586]
  148. Org Lett. 2014 Feb 7;16(3):872-5 [PMID: 24479863]
  149. J Org Chem. 2017 Jul 21;82(14):7648-7656 [PMID: 28665125]
  150. Curr Top Med Chem. 2014;14(2):253-73 [PMID: 24359195]
  151. J Nat Med. 2017 Jul;71(3):531-536 [PMID: 28364227]
  152. J Org Chem. 2017 May 5;82(9):4998-5004 [PMID: 28421766]
  153. J Antimicrob Chemother. 1993 Oct;32(4):539-50 [PMID: 8288495]
  154. J Nat Prod. 2010 Oct 22;73(10):1686-93 [PMID: 20860391]
  155. Eur J Med Chem. 2021 Mar 15;214:113226 [PMID: 33582387]
  156. Chem Sci. 2021 Jun 30;12(30):10388-10394 [PMID: 34377425]
  157. Chem Biodivers. 2010 Dec;7(12):2809-29 [PMID: 21161995]
  158. Org Lett. 2016 May 6;18(9):2028-31 [PMID: 27110647]
  159. J Nat Prod. 1999 Sep;62(9):1295-7 [PMID: 10514317]
  160. J Nat Prod. 2018 Jul 27;81(7):1666-1672 [PMID: 29979591]
  161. J Nat Prod. 2010 Nov 29;73(11):1963-6 [PMID: 20973551]
  162. Chem Asian J. 2012 Jun;7(7):1616-23 [PMID: 22473938]
  163. Chem Pharm Bull (Tokyo). 2016 Nov 1;64(11):1654-1657 [PMID: 27600480]
  164. J Nat Prod. 2008 Aug;71(8):1451-4 [PMID: 18572964]
  165. Chem Asian J. 2010 Sep 3;5(9):2113-23 [PMID: 20677319]
  166. Nat Prod Rep. 2016 Jul 28;33(7):820-42 [PMID: 27220412]
  167. Bioorg Med Chem. 2017 Mar 1;25(5):1622-1629 [PMID: 28139279]
  168. Angew Chem Int Ed Engl. 2007;46(35):6721-4 [PMID: 17685369]
  169. J Med Chem. 2012 Jun 28;55(12):5851-8 [PMID: 22686608]
  170. Nat Prod Res. 2017 Jul;31(14):1625-1632 [PMID: 28278683]
  171. Chemistry. 2011 Oct 10;17(42):11930-4 [PMID: 21901770]
  172. J Org Chem. 2020 Aug 7;85(15):9835-9843 [PMID: 32615761]
  173. European J Org Chem. 2013 Jul 1;2013(20): [PMID: 24415906]
  174. J Am Chem Soc. 2020 Jan 22;142(3):1206-1210 [PMID: 31899626]
  175. Curr Med Chem Anticancer Agents. 2004 Jul;4(4):363-78 [PMID: 15281908]
  176. Tetrahedron Lett. 2013 May 1;54(18):2231-2234 [PMID: 23606772]
  177. Angew Chem Int Ed Engl. 2015 Feb 23;54(9):2830-3 [PMID: 25581903]
  178. J Nat Prod. 2003 Feb;66(2):292-4 [PMID: 12608870]
  179. Org Lett. 2008 Dec 4;10(23):5465-8 [PMID: 18975955]
  180. Chem Sci. 2019 Mar 19;10(15):4334-4338 [PMID: 31057760]
  181. Chem Pharm Bull (Tokyo). 2014;62(5):499-503 [PMID: 24789935]
  182. Magn Reson Chem. 2011 Aug;49(8):533-6 [PMID: 21761452]
  183. Mar Drugs. 2020 Oct 28;18(11): [PMID: 33126420]
  184. J Antibiot (Tokyo). 2019 May;72(5):311-315 [PMID: 30816348]
  185. Org Lett. 2019 Dec 6;21(23):9483-9486 [PMID: 31746608]
  186. Bioorg Med Chem. 2021 Apr 1;35:116058 [PMID: 33588288]
  187. Bioorg Med Chem. 2010 Aug 1;18(15):5466-74 [PMID: 20624681]
  188. J Am Chem Soc. 2019 Mar 13;141(10):4338-4344 [PMID: 30758203]
  189. J Org Chem. 1997 Feb 7;62(3):568-577 [PMID: 11671451]
  190. J Am Chem Soc. 2010 Aug 4;132(30):10233-5 [PMID: 20662499]
  191. Mar Drugs. 2015 Aug 14;13(8):5187-200 [PMID: 26287218]
  192. Alkaloids Chem Biol. 2018;79:191-220 [PMID: 29455836]
  193. Org Lett. 2010 Nov 19;12(22):5158-61 [PMID: 20949971]
  194. J Nat Prod. 2012 Apr 27;75(4):774-8 [PMID: 22360686]
  195. J Nat Prod. 2019 Jul 26;82(7):2000-2008 [PMID: 31306000]
  196. J Org Chem. 1970 Jan;35(1):236-41 [PMID: 5410625]
  197. Mar Drugs. 2014 Dec 19;12(12):6213-35 [PMID: 25532564]
  198. J Nat Prod. 2006 Jan;69(1):73-8 [PMID: 16441072]
  199. Chemistry. 2016 Jan 4;22(1):111-5 [PMID: 26510486]
  200. Nat Prod Res. 2013;27(23):2161-7 [PMID: 23639115]
  201. Mar Drugs. 2015 Aug 06;13(8):4814-914 [PMID: 26287214]
  202. J Org Chem. 2013 Dec 6;78(23):12161-75 [PMID: 24199754]
  203. Nat Chem Biol. 2006 Dec;2(12):666-73 [PMID: 17108984]
  204. J Nat Prod. 2015 Jun 26;78(6):1428-33 [PMID: 26083682]
  205. J Nat Prod. 2012 May 25;75(5):980-5 [PMID: 22591513]
  206. Org Biomol Chem. 2019 Dec 18;18(1):81-85 [PMID: 31782470]
  207. J Nat Prod. 2019 Dec 27;82(12):3432-3439 [PMID: 31794218]
  208. Bioorg Med Chem Lett. 2010 Apr 15;20(8):2668-70 [PMID: 20227875]
  209. Org Lett. 2014 Jan 17;16(2):378-81 [PMID: 24351092]
  210. Chem Pharm Bull (Tokyo). 2012;60(11):1458-60 [PMID: 22971874]
  211. Org Lett. 2014 Aug 1;16(15):3916-8 [PMID: 25020256]
  212. Bioorg Med Chem. 2017 Nov 15;25(22):6137-6148 [PMID: 28233677]
  213. Nat Prod Res. 2013;27(21):1960-4 [PMID: 23701463]
  214. Alkaloids Chem Biol. 2012;71:1-165 [PMID: 23189746]
  215. Org Lett. 2016 May 6;18(9):1949-51 [PMID: 27065219]
  216. Nat Prod Res. 2013 Mar;27(4-5):319-22 [PMID: 22594605]
  217. Tetrahedron. 2013 May 20;69(20):4105-4113 [PMID: 23956468]
  218. Curr Med Chem. 2020;27(8):1243-1307 [PMID: 31931690]
  219. Toxicon. 2004 Jul;44(1):45-51 [PMID: 15225561]
  220. J Nat Prod. 2005 May;68(5):780-3 [PMID: 15921430]
  221. J Nat Prod. 2009 Mar 27;72(3):540-53 [PMID: 19245259]
  222. J Nat Prod. 2020 Feb 28;83(2):374-384 [PMID: 32072810]
  223. Org Lett. 2003 Jun 26;5(13):2255-7 [PMID: 12816422]
  224. J Org Chem. 2000 Jan 28;65(2):397-404 [PMID: 10813947]
  225. Org Lett. 2017 Apr 7;19(7):1726-1729 [PMID: 28345939]
  226. J Am Chem Soc. 2014 Sep 24;136(38):13226-32 [PMID: 25190257]
  227. Org Lett. 2010 Mar 5;12(5):1048-51 [PMID: 20141121]
  228. Beilstein J Org Chem. 2015 Oct 29;11:2029-37 [PMID: 26664624]
  229. Org Biomol Chem. 2013 May 14;11(18):2936-8 [PMID: 23535777]
  230. J Nat Prod. 2020 Jul 24;83(7):2299-2304 [PMID: 32628481]
  231. Biochemistry. 2019 Feb 19;58(7):918-929 [PMID: 30620182]
  232. ACS Chem Biol. 2010 Feb 19;5(2):195-202 [PMID: 20030414]
  233. Org Lett. 2012 Aug 17;14(16):4042-5 [PMID: 22817774]
  234. Chem Commun (Camb). 2016 Jan 14;52(4):800-2 [PMID: 26569421]
  235. Org Lett. 2008 Dec 18;10(24):5505-8 [PMID: 19007176]
  236. Org Lett. 2011 Mar 4;13(5):1118-21 [PMID: 21268660]
  237. Org Lett. 2008 Feb 7;10(3):493-6 [PMID: 18171071]
  238. ChemMedChem. 2012 Jun;7(6):983-90 [PMID: 22532438]
  239. Org Lett. 2013 Mar 1;15(5):988-91 [PMID: 23405849]
  240. Molecules. 2019 Feb 27;24(5): [PMID: 30818810]
  241. Mar Drugs. 2009 Nov 27;7(4):705-53 [PMID: 20098608]
  242. J Antibiot (Tokyo). 1979 Feb;32(2):95-9 [PMID: 374324]
  243. Antibiotics (Basel). 2020 Jun 18;9(6): [PMID: 32570899]
  244. Mar Drugs. 2018 Jan 02;16(1): [PMID: 29301295]
  245. Chemistry. 2013 Nov 4;19(45):15080-3 [PMID: 24123481]
  246. J Org Chem. 1997 May 16;62(10):3254-3262 [PMID: 11671712]
  247. J Nat Prod. 2009 Mar 27;72(3):488-91 [PMID: 19209898]
  248. Org Lett. 2018 Jul 20;20(14):4314-4317 [PMID: 29984999]

MeSH Term

Alkaloids
Animals
Aquatic Organisms
Pyrroles
Structure-Activity Relationship

Chemicals

Alkaloids
Pyrroles
Journal Article Review
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Word Cloud

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