Citation: Sun Zezhong, Xu Miao, Wang Yunxia, Hu Xiangdong. Synthetic Progress of Alkaloids against Mycobacterium Tuberculosis: Pseudopteroxazole and Ileabethoxazole[J]. Chinese Journal of Organic Chemistry, ;2020, 40(12): 4203-4215. doi: 10.6023/cjoc202005034 shu

Synthetic Progress of Alkaloids against Mycobacterium Tuberculosis: Pseudopteroxazole and Ileabethoxazole

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710127

Corresponding author: Wang Yunxia, wyx27210@nwu.edu.cn Hu Xiangdong, xiangdonghu@nwu.edu.cn
Received Date: 14 May 2020
Revised Date: 11 June 2020
Available Online: 24 June 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21772153), the Science and Technology Department of Shaanxi Province (No. S2019-JC-YB-0846) and the Key Science and Technology Innovation Team of Shaanxi Province (No. 2017KCT-37)the National Natural Science Foundation of China 21772153the Science and Technology Department of Shaanxi Province S2019-JC-YB-0846the Key Science and Technology Innovation Team of Shaanxi Province 2017KCT-37

Figures(11)

Two alkaloids of pseudopteroxazole and ileabethoxazole, isolated from sea whip Pseudopterogorgia elisabethae, have significant antimicrobial activity against pathogen of tuberculosis:Mycobacterium tuberculosis. These two alkaloids possess similar tetracyclic skeleton, which containing four stereocenters, a fully substituted aromatic ring and an uncommon benzoxazole unit in natural products. Significant antimicrobial activity and special molecular structures attracted extensive attentions to synthetic study on pseudopteroxazole and ileabethoxazole. The progress in the total synthesis of these two alkaloids is reviewed.
- Mycobacterium tuberculosis,
- alkaloid,
- pseudopteroxazole,
- ileabethoxazole,
- total synthesis
1. [1]
  (a) Paulson, T. Nature 2013, 502, S2.
  (b) Gong, H.; Li, J.; Xu, A.; Tang, Y.; Ji, W.; Gao, R.; Wang, S.; Yu, L.; Tian, C.; Li, J.; Yen, H.-Y.; Lam, S. M.; Shui, G.; Yang, X.; Sun, Y.; Li, X.; Jia, M.; Yang, C.; Jiang, B.; Lou, Z.; Robinson, C. V.; Wong, L.-L.; Guddat, L. W.; Sun, F.; Wang, Q.; Rao, Z. Science 2018, 362, eaat8923.
2. [2]
  (a) Gerard, J.; Lloyd, R.; Barsby, T.; Haden, P.; Kelly, M. T.; Andersen, R. J. J. Nat. Prod. 1997, 60, 223.
  (b) El Sayed, K. A.; Bartyzel, P.; Shen, X.-Y.; Perry, T. L.; Zjawiony, J. K.; Hamann, M. T. Tetrahedron 2000, 56, 949.
  (c) Rodríguez, I. I.; Rodríguez, A. D. J. Nat. Prod. 2003, 66, 855.
  (d) De Oliveira, J. H.; Grube, A.; Köck, M.; Berlinck, R. G.; Macedo, M. L.; Ferreira, A. G.; Hajdu, E. J. Nat. Prod. 2004, 67, 1685.
  (e) Ma, C.-Y.; Case, R. J.; Wang, Y.-H.; Zhang, H.-J.; Tan, G. T.; Hung, N. V.; Cuong, N. M.; Franzblau, S. G.; Soejarto, D. D.; Fong, H. H. S.; Pauli, G. F. Planta Med. 2005, 71, 261.
  (f) Winkler, J. D.; Londregan, A. T.; Hamann, M. T. Org. Lett. 2006, 8, 2591.
  (g) Steinmetz, H.; Irschik, H.; Kunze, B.; Reichenbach, H.; Hoefle, G.; Jansen, R. Chem.-Eur. J. 2007, 13, 5822.
  (h) Thongthoom, T.; Songsiang, U.; Phaosiri, C.; Yenjai, C. Arch. Pharm. Res. 2010, 33, 675.
  (i) Auranwiwat, C.; Laphookhieo, S.; Trisuwan, K.; Pyne, S. G.; Ritthiwigrom, T. Phytochem. Lett. 2014, 9, 113.
3. [3]
  Rodríguez, A. D.; Ramirez, C.; Rodríguez, I. I.; Gonzalez, E. Org. Lett. 1999, 1, 527. doi: 10.1021/ol9907116
4. [4]
  Rodríguez, I. I.; Rodríguez, A. D.; Wang, Y.; Franzblau, S. G. Tetrahedron Lett. 2006, 47, 3229. doi: 10.1016/j.tetlet.2006.03.048
5. [5]
  Johnson, T. W.; Corey, E. J. J. Am. Chem. Soc. 2001, 123, 4475. doi: 10.1021/ja010221k
6. [6]
  Fernando, C. R.; Calder, I. C.; Ham, K. N. J. Med. Chem. 1980, 23, 1153. doi: 10.1021/jm00185a001
7. [7]
  (a) Vedejs, E.; Fang, H. W. J. Org. Chem. 1984, 49, 210.
  (b) Cristau, H.-J.; Ribeill, Y. Synthesis 1988, 911.
8. [8]
  (a) Corey, E. J.; Lazerwith, S. E. J. Am. Chem. Soc. 1998, 120, 12777.
  (b) Lazerwith, S. E.; Johnson, T. W.; Corey, E. J. Org. Lett. 2000, 2, 2389.
  (c) Hu, Y.-L.; Wang, Z.; Yang, H.; Chen, J.; Wu, Z.-B.; Lei, Y.; Zhou, L. Chem. Sci. 2019, 10, 6777.
9. [9]
  Wiedenau, P.; Monse, B.; Blechert, S. Tetrahedron 1995, 51, 1167. doi: 10.1016/0040-4020(94)01002-H
10. [10]
  Evans, D.; Smith, C. E.; Williamson, W. R. N. J. Med. Chem. 1977, 20, 169. doi: 10.1021/jm00211a039
11. [11]
  (a) Nakahara, Y.; Fujita, A.; Beppu, K.; Ogawa, T. Tetrahedron 1986, 42, 6465.
  (b) Katritzky, A. R.; Musgrave, R. P.; Rachwal, B.; Zaklika, C. Heterocycles 1995, 41, 345.
12. [12]
  Davidson, J. P.; Corey, E. J. J. Am. Chem. Soc. 2003, 125, 13486. doi: 10.1021/ja0378916
13. [13]
  Griffith, W. P.; Ley, S. V.; Whitcombe, G. P.; White, A. D. J. Chem. Soc., Chem. Commun. 1987, 1625.
14. [14]
  Vedejs, E.; Fang, H. W. J. Org. Chem. 1984, 49, 210. doi: 10.1021/jo00175a057
15. [15]
  Corey, E. J.; Sauers, C. K. J. Am. Chem. Soc. 1957, 79, 248.
16. [16]
  (a) Harmata, M.; Hong, X.; Barnes, C. L. Org. Lett. 2004, 6, 2201.
  (b) Harmata, M.; Hong, X. Org. Lett. 2005, 7, 3581.
17. [17]
  (a) Bolm, C.; Hildebrand, J. P. Tetrahedron Lett. 1998, 39, 5731.
  (b) Harmata, M.; Pavri, N. Angew. Chem., Int. Ed. 1999, 38, 2419.
18. [18]
  Harmata, M.; Kahraman, M. Synthesis 1994, 142.
19. [19]
  Cary, J. M.; Moore, J. S. Org. Lett. 2002, 4, 4663. doi: 10.1021/ol0270982
20. [20]
  Moore, J. S.; Weinstein, E. J.; Wu, Z. Tetrahedron Lett. 1991, 32, 2465. doi: 10.1016/S0040-4039(00)74354-1
21. [21]
  Shi, L.; Narula, C. K.; Mak, K. T.; Kao, L.; Xu, Y.; Heck, R. F. J. Org. Chem. 1983, 48, 3894. doi: 10.1021/jo00170a005
22. [22]
  Cesati, R. R.; De Armas, J.; Hoveyda, A. H. J. Am. Chem. Soc. 2004, 126, 96. doi: 10.1021/ja0305407
23. [23]
  (a) Smidt, S. P.; Menges, F.; Pfaltz, A. Org. Lett. 2004, 6, 2023.
  (b) Smidt, S. P.; Menges, F.; Pfaltz, A. Org. Lett. 2004, 6, 3653.
24. [24]
  Smith, A. B.; Schow, S. R.; Bloom, J. D.; Thompson, A. S.; Winzenberg, K. N. J. Am. Chem. Soc. 1982, 104, 4015. doi: 10.1021/ja00378a045
25. [25]
  Williams, D. R.; Shah, A. A. J. Am. Chem. Soc. 2014, 136, 8829. doi: 10.1021/ja5043462
26. [26]
  (a) Williams, D. R.; Fu, L. Synlett 2010, 591.
  (b) Williams, D. R.; Fu, L. Synlett 2010, 1641.
  (c) Counceller, C. M.; Eichman, C. C.; Proust, N.; Stambuli, J. P. Adv. Synth. Catal. 2011, 353, 79.
  (d) Williams, D. R.; Shah, A. A. Chem. Commun. 2010, 46, 4297.
27. [27]
  Ohira, S. Synth. Commun. 1989, 19, 561. doi: 10.1080/00397918908050700
28. [28]
  (a) Shibata, T.; Koga, Y.; Narasaka, K. Bull. Chem. Soc. Jpn. 1995, 68, 911.
  (b) Pearson, A. J.; Dubbert, R. A. Organometallics 1994, 13, 1656.
  (c) Williams, D. R.; Shah, A. A.; Mazumder, S.; Baik, M.-H. Chem. Sci. 2013, 4, 238.
29. [29]
  DeSolms, S. J. J. Org. Chem. 1976, 41, 2650. doi: 10.1021/jo00877a034
30. [30]
  Baker, B. A.; Boskovic, Z. V.; Lipshutz, B. H. Org. Lett. 2008, 10, 289. doi: 10.1021/ol702689v
31. [31]
  Anderson, A. M.; Blazek, J. M.; Garg, P.; Payne, B. J.; Mohan, R. S. Tetrahedron Lett. 2000, 41, 1527. doi: 10.1016/S0040-4039(99)02330-8
32. [32]
  Blanchette, M. A.; Choy, W.; Davis, J. T.; Essenfeld, A. P.; Masamune, S.; Roush, W. R.; Sakai, T. Tetrahedron Lett. 1984, 25, 2183. doi: 10.1016/S0040-4039(01)80205-7
33. [33]
  Yang, M.; Yang, X.; Sun, H.; Li, A. Angew. Chem., Int. Ed. 2016, 55, 2851. doi: 10.1002/anie.201510568
34. [34]
  (a) Burns, B.; Grigg, R.; Ratananukul, P.; Sridharan, V.; Stevenson, P.; Sukirthalingam, S.; Worakun, T. Tetrahedron Lett. 1988, 29, 5565.
  (b) Negishi, E.; Noda, Y.; Lamaty, F.; Vawter, E. J. Tetrahedron Lett. 1990, 31, 4393.
  (c) Suffert, J.; Salem, B.; Klotz, P. J. Am. Chem. Soc. 2001, 123, 12107.
  (d) Salem, B.; Klotz, P.; Suffert, J. Org. Lett. 2003, 5, 845.
  (e) Salem, B.; Delort, E.; Klotz, P.; Suffert, J. Org. Lett. 2003, 5, 2307.
  (f) Hulot, C.; Amiri, S.; Blond, G.; Schreiner, P. R.; Suffert, J. J. Am. Chem. Soc. 2009, 131, 13387.
  (g) Kan, S. B. J.; Anderson, E. A. Org. Lett. 2008, 10, 2323.
  (h) Cordonnier, M.-C. A.; Kan, S. B. J.; Anderson, E. A. Chem. Commun. 2008, 44, 5818.
  (i) Cordonnier, M.-C. A.; Kan, S. B. J.; Gockel, B.; Goh, S. S.; Anderson, E. A. Org. Chem. Front. 2014, 1, 661.
35. [35]
  (a) Lu, Z.; Li, Y.; Deng, J.; Li, A. Nat. Chem. 2013, 5, 679.
  (b) Li, J.; Yang, P.; Yao, M.; Deng, J.; Li, A. J. Am. Chem. Soc. 2014, 136, 16477.
  (c) Bian, M.; Wang, Z.; Xiong, X.; Sun, Y.; Matera, C.; Nicolaou, K. C.; Li, A. J. Am. Chem. Soc. 2012, 134, 8078.
  (d) Meng, Z.; Yu, H.; Li, L.; Tao, W.; Chen, H.; Wan, M.; Yang, P.; Edmonds, D. J.; Zhong, J.; Li, A. Nat. Commun. 2015, 6, 6096.
  (e) Yang, M.; Li, J.; Li, A. Nat. Commun. 2015, 6, 6445.
  (f) Wan, M.; Yao, M.; Gong, J.; Yang, P.; Liu, H.; Li, A. Chin. Chem. Lett. 2015, 26, 272.
  (g) Lu, Z.; Li, H.; Bian, M.; Li, A. J. Am. Chem. Soc. 2015, 137, 13764.
36. [36]
  Yadav, J. S.; Bhasker, E. V.; Geetha, V.; Srihari, P. Tetrahedron 2010, 66, 1997. doi: 10.1016/j.tet.2010.01.054
37. [37]
  Buynak, J. D.; Strickland, J. B.; Lamb, G. W.; Khasnis, D.; Modi, S.; Williams, D.; Zhang, H. J. Org. Chem. 1991, 56, 7076. doi: 10.1021/jo00025a024
38. [38]
  (a) Conrad, J. C.; Kong, J.; Laforteza, B. N.; MacMillan, D. W. C. J. Am. Chem. Soc. 2009, 131, 11640.
  (b) Nicolaou, K. C.; Reingruber, R.; Sarlah, D.; Bräse, S. J. Am. Chem. Soc. 2009, 131, 2086.
39. [39]
  Fürstner, A.; Radkowski, K. Chem. Commun. 2002, 18, 2182.
40. [40]
  Félix, G.; Dunoguès, J.; Pisciotti, F.; Galas, R. Angew. Chem., Int. Ed. Engl. 1977, 16, 488. doi: 10.1002/anie.197704881
41. [41]
  Blakemore, P. R.; Cole, W. J.; Kocieński, P. J.; Morley, A. Synlett 1998, 26.
42. [42]
  Abelman, M. M.; Oh, T.; Overman, L. E. J. Org. Chem. 1987, 52, 4130. doi: 10.1021/jo00227a038
43. [43]
  (a) Seyferth, D.; Marmor, R. S.; Hilbert, P. J. Org. Chem. 1971, 36, 1379.
  (b) Colvin, E. W.; Hamill, B. J. J. Chem. Soc., Perkin Trans. 1 1977, 869.
  (c) Gilbert, J. C.; Weerasooriya, U. J. Org. Chem. 1979, 44, 4997.
44. [44]
  Suárez, A.; Fu, G. C.; Angew. Chem., Int. Ed. 2004, 43, 3580. doi: 10.1002/anie.200454070
45. [45]
  Yu, X.; Su, F.; Liu, C.; Yuan, H.; Zhao, S.; Zhou, Z.; Quan, T.; Luo, T. J. Am. Chem. Soc. 2016, 138, 6261. doi: 10.1021/jacs.6b02624
46. [46]
  (a) Jerphagnon, T.; Pizzuti, M. G.; Minnaard, A. J.; Feringa, B. L. Chem. Soc. Rev. 2009, 38, 1039.
  (b) Alexakis, A.; Krause, N.; Woodward, S. In Copper-Catalyzed Asymmetric Synthesis, Eds.: Alexakis, A.; Krause, N.; Woodward, S., Wiley-VCH, Weinheim, 2014, Chapter 2, pp. 33~68.
47. [47]
  Alexakis, A.; Benhaim, C.; Rosset, S.; Humam, M. J. Am. Chem. Soc. 2002, 124, 5262. doi: 10.1021/ja025598k
48. [48]
  Morita, Y.; Suzuki, M.; Noyori, R. J. Org. Chem. 1989, 54, 1785. doi: 10.1021/jo00269a006
49. [49]
  Jeffery, T. J. Chem. Soc., Chem. Commun. 1991, 324.
50. [50]
  McCulloch, M. W. B.; Berrue, F.; Haltli, B.; Kerr, R. G. J. Nat. Prod. 2011, 74, 2250. doi: 10.1021/np2006555
51. [51]
  Zhang, X.; Fang, X.; Xu, M.; Lei, Y.; Wu, Z.; Hu, X. Angew. Chem., Int. Ed. 2019, 58, 7845. doi: 10.1002/anie.201901651
52. [52]
  (a) Krautwald, S.; Sarlah, D.; Schafroth, M. A.; Carreira, E. M. Science 2013, 340, 1065.
  (b) Krautwald, S.; Schafroth, M. A.; Sarlah, D.; Carreira, E. M. J. Am. Chem. Soc. 2014, 136, 3020.
  (c) Deng, J.; Zhou, S.; Zhang, W.; Li, J.; Li, R.; Li, A. J. Am. Chem. Soc. 2014, 136, 8185.
  (d) Zhou, S.; Chen, H.; Luo, Y.; Zhang, W.; Li, A. Angew. Chem., Int. Ed. 2015, 54, 6878.
  (e) Jiang, S.; Zeng, X.; Liang, X.; Lei, T.; Wei, K.; Yang, Y. Angew. Chem., Int. Ed. 2016, 55, 4044.
  (f) Liang, X.; Zhang, T.-Y.; Zeng, X.-Y.; Zheng, Y.; Wei, K.; Yang, Y.-R. J. Am. Chem. Soc. 2017, 139, 3364.
  (g) Zhou, S.; Guo, R.; Yang, P.; Li, A. J. Am. Chem. Soc. 2018, 140, 9025.
  (h) Liang, X.; Zhang, T.; Meng, C.; Li, X.; Wei, K.; Yang, Y. Org. Lett. 2018, 20, 4575.
  (i) Yao, J.-N.; Liang, X.; Wei, K.; Yang, Y.-R. Org. Lett. 2019, 21, 8485.
53. [53]
  Hou, S.-H.; Prichina, A. Y.; Zhang, M.; Dong, G. Angew. Chem., Int. Ed. 2020, 59, 7848. doi: 10.1002/anie.201915821
54. [54]
  Abele, S.; Inauen, R.; Spielvogel, D.; Moessner, C. J. Org. Chem. 2012, 77, 4765. doi: 10.1021/jo3005638
55. [55]
  Xia, Y.; Lu, G.; Liu, P.; Dong, G. Nature 2016, 539, 546. doi: 10.1038/nature19849
56. [56]
  Zhang, S.; Li, Q.; He, G.; Nack, W. A.; Chen, G. J. Am. Chem. Soc. 2015, 137, 531. doi: 10.1021/ja511557h
57. [57]
  (a) Stymiest, J. L.; Bagutski, V.; French, R. M.; Aggarwal, V. K. Nature 2008, 456, 778.
  (b) Nave, S.; Sonawane, R. P.; Elford, T. G.; Aggarwal, V. K. J. Am. Chem. Soc. 2010, 132, 17096.
  (c) Elford, T. G.; Nave, S.; Sonawane, R. P.; Aggarwal, V. K. J. Am. Chem. Soc. 2011, 133, 16798.
  (d) Leonori, D.; Aggarwal, V. K. Acc. Chem. Res. 2014, 47, 3174.
58. [58]
  (a) Escarcena, R.; Perez-Meseguer, J.; del Olmo, E.; Alanis-Garza, B.; Garza-Gonzalez, E.; Salazar-Aranda, R.; De Torres, N. W. Molecules 2015, 20, 7245.
  (b) Hori, T.; Sharpless, K. B. J. Org. Chem. 1978, 43, 1689.
  (c) Wang, D.-Y.; Guo, S.-H.; Pan, G.-F.; Zhu, X.-Q.; Gao, Y.-R.; Wang, Y.-Q. Org. Lett. 2018, 20, 1794.
59. [59]
  (a) Zhang, Y.; C. Li, J. J. Am. Chem. Soc. 2006, 128, 4242.
  (b) Liu, L.; Floreancig, P. E. Org. Lett. 2009, 11, 3152.
  (c) Lingamurthy, M.; Jagadeesh, Y.; Ramakrishna, K.; Rao, B. V. J. Org. Chem. 2016, 81, 1367.
  (d) Morales-Rivera, C. A.; Floreancig, P. E.; Liu, P. J. Am. Chem. Soc. 2017, 139, 17935.
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