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植物化学国家重点实验室“天然产物与创新药物研究”系列讲座（十五）

花匠小妙招
2024-11-02 07:45

欢迎各位老师光临交流！

Masahiko Isaka博士简历：

Education:

1983.4-1987.3 Department of Chemistry, Tokyo Institute of Technology

Awarded the degree of BSc in organic chemistry.

1987.4-1989.3 Department of Chemistry, Tokyo Institute of Technology

Awarded the degree of MSc in organic chemistry.

(supervisor: Prof. Eiichi Nakamura)

1989.4-1991.6 Department of Chemistry, Tokyo Institute of Technology

Awarded the degree of PhD in organic chemistry.

(supervisor: Prof. Eiichi Nakamura)

(1989.6-1989.9) Visiting research student at Department of Chemistry, Cambridge University, UK.

(supervisor: Dr. Ian Paterson, asymmetric synthesis)

Research and Professional experience:

1991.4-1992.3 Fellowship of the Japan Society for the Promotion of Science (JSPS) for Japanese Junior Scientists, at Department of Chemistry, Tokyo Institute of Technology. Asymmetric synthesis.

1992.4-1997.3 Researcher at Chemical Laboratory II, Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd.

Drug Discovery Research.

1997.4-present Researcher, National Center for Genetic Engineering and Biotechnology (BIOTEC).

Current Status (2002-): Principal Researcher

Research Interests:

I am the author of about 110 publications, and the recipient of 3 international patents. My research focuses on chemistry of natural products, especially isolation, structural elucidation, biosynthesis and total synthesis of biologically active compounds from fungi, and application to medicinal chemistry.

Patents:

1. M. Isaka, T. Ishihara, K. Matsuda, H. Kakuta, H. Moritani,

Assignee: Yamanouchi Pharmaceutical Co. Ltd.

Novel Quinuclidine Derivatives Having a Tricyclic Fused Hetero Ring. WO 9626938 (A1).

2. K. Matsuda, M. Isaka, T. Ishihara, H. Kakuta, H. Moritani,

Assignee: Yamanouchi Pharmaceutical Co. Ltd.

Novel Tricyclic Fused Ring Derivatives. WO 9812170 (A1).

3. M. Isaka, N. L. Hywel-Jones, S. Somrithipol, K. Kirtikara, P. Palittapongarnpim, Y. Thebtaranonth. Antituberculosis Compounds, Hirsutellones A, B and C. United States Patent. US 7,414,069 B2 (August 19, 2008).

Publications (in the Last 10 Years):

1. M. Isaka, P. Kittakoop, K. Kirtikara, N. L. Hywel-Jones, Y. Thebtaranonth. Bioactive Substances from Insect Pathogenic Fungi. Acc. Chem. Res. 2005, 38, 813-823.

2. N. Soonthornchareonnone, M. Sakayarojkul, M. Isaka, V. Mahakittikun, W. Chuakul, P. Wongsinkongman. Acaricidal Daphnane Diterpenoids from Trigonostemon reidioides (Kurz) Craib Roots. Chem. Pharm. Bull. 2005, 53, 241-243.

3. M. Isaka, N. Rugseree, P. Maithip, P. Kongsaeree, S. Prabpai, Y. Thebtaranonth. Hirsutellones A-E, Antimycobacterial Alkaloids from the Insect Pathogenic Fungus Hirsutella nivea BCC 2594. Tetrahedron 2005, 61, 5577-5583.

4. M. Isaka, S. Palasarn, P. Rachtawee, S. Vimuttipong, P. Kongsaeree. Unique Diketopiperazine Dimers from the Insect Pathogenic Fungus Verticillium hemipterigenum BCC 1449. Org. Lett. 2005, 7, 2257-2260.

5. M. Isaka, S. Palasarn, K. Kocharin, J. Saenboonrueng. A Cytotoxic Xanthone Dimer from the Entomopathogenic Fungus Aschersonia sp. BCC 8401. J. Nat. Prod., 2005, 68, 945-946.

6. V. Rukachaisirikul, C. Tansakul, S. Saithong, C. Pakawatchai, M. Isaka, R. Suvannakad. Hirsutane Sesquiterpenes from the Fungus Lentinus connatus BCC 8996. J. Nat. Prod., 2005, 68, 1674-1676.

7. M. Isaka, S. Palasarn, K. Sriklung, K. Kocharin. Cyclohexadepsipeptides from the Insect Pathogenic Fungus Hirsutella nivea BCC 2594. J. Nat. Prod., 2005, 68, 1680-1682.

8. V. Rukachaisirikul, S. Chantaruk, C. Tansakul, S. Saithong, L. Chaicharernwimonkoon, C. Pakawatchai, M. Isaka, K. Interiya. A Cyclopeptide from the Insect Pathogenic Fungus Cordyceps sp. BCC 1788. J. Nat. Prod., 2006, 69, 305-307.

9. J. Thongtan, J. Saenboonrueng, P. Rachtawee, M. Isaka. An Antimalarial Tetrapeptide from the Entomopathogenic Fungus Hirsutella sp. BCC 1528. J. Nat. Prod., 2006, 69, 713-714.

10. V. Rukachaisirikul, S. Chantaruk, W. Pongcharoen, M. Isaka, S. Lapanun. Chromone Derivatives from the Filamentous Fungus Lachnum sp. BCC 2424. J. Nat. Prod., 2006, 69, 980-982.

11. M. Isaka, W. Prathumpai, P. Wongsa, M. Tanticharoen. Hirsutellone F, a Dimer of Antitubercular Alkaloids from the Seed Fungus Trichoderma Species BCC 7579. Org. Lett., 2006, 8, 2815-2817.

12. P. Seephonkai, P. Kongsaeree, S. Prabpai, M. Isaka, Y. Thebtaranonth. Transformation of an Irregularly Bridged Epidithiodiketopiperazine to Trichodermamide A. Org. Lett., 2006, 8, 3073-3075.

13. S. Supothina, M. Isaka, P. Wongsa. Optimization of Culture Conditions for Production of the Antitubercular Alkaloid Hirsutellone A by Trichoderma gelatinosum BCC 7579. Lett. Appl. Microbiol., 2007, 44, 531-537.

14. M. Isaka, B. Boonkhao, P. Rachtawee, P. Auncharoen. A Xanthocillin-like Alkaloid from the Insect Pathogenic Fungus Cordyceps brunnearubra BCC 1395. J. Nat. Prod., 2007, 70, 656-658.

15. M. Isaka, S. Palasarn, S. Lapanun, K. Sriklung. Paecilodepsipeptide A, an Antimalarial and Antitumor Cyclohexadepsipeptide from the Insect Pathogenic Fungus Paecilomyces cinnamomeus BCC 9616. J. Nat. Prod., 2007, 70, 675-678.

16. N. Weerapreeyakul, R. Anorach, T. Khuansawad, C. Yenjai, M. Isaka. Synthesis of Bioreductive Esters from Fungal Compounds. Chem. Pharm. Bull., 2007, 55, 930-935.

17. M. Isaka, P. Berkaew, K. Intereya, S. Komwijit, T. Sathitkunanon. Antiprasmodial and Antiviral Cyclohexadepsipeptides from the Endophytic Fungus Pullularia sp. BCC 8613. Tetrahedron, 2007, 63, 6855-6860.

18. M. Isaka, S. Palasarn, K. Kocharin, N. L. Hywel-Jones. Comparison of the Bioactive Secondary Metabolites from the Scale Insect Pathogens, Anamorph Paecilomyces cinnamomeus, and Teleomorph Torrubiella luteorostrata. J. Antibiot., 2007, 60, 577-581.

19. R. Haritakun, P. Srikitikulchai, P. Khoyaiklang, Masahiko Isaka. Isariotins A-D, Alkaloids from the Insect Pathogenic Fungus Isaria tenuipes BCC 7831. J. Nat. Prod., 2007, 70, 1478-1480.

20. M. Isaka, U. Srisanoh, N. Lartpornmatulee, T. Boonruangprapa. ES-242 Derivatives and Cycloheptapeptides from Cordyceps sp. Strains BCC 16173 and BCC 16176. J. Nat. Prod., 2007, 70, 1601-1604.

21. W. Pongcharoen, V. Rukachaisirikul, M. Isaka, K. Sriklung. Cytotoxic Metabolites from the Wood-Decayed Fungus Xylaria sp. BCC 9653. Chem. Pharm. Bull., 2007, 55, 1647-1648.

22. V. Ruanglek, S. Chokpaiboon, N. Rattanaphan, S. Madra, P. Auncharoen, T. Bunyapaiboonsri, M. Isaka. Menisporopsin B, a New Polyesterfrom the Seed Fungus Menisporopsis theobromae BCC 4162. J. Antibiot., 2007, 60, 748-751.

23. M. Isaka. Novel Bioactive Compounds from Insect Pathogenic Fungi. J. Synth. Org. Chem. Jpn., 2007, 65, 700-708.

24. P. Berkaew, N. Soonthornchareonnon, K. Salasawadee, R. Chanthaket, M. Isaka. Aurocitrin and Related Polyketide Metabolites from the Wood-Decay Fungus Hypocrea sp. BCC 14122. J. Nat. Prod., 2008, 71, 902-904.

25. S. Madla, M. Isaka, P. Wongsa. Modification of Culture Conditions for Production of the Anti-tubercular Hirsutellones by the Insect Pathogenic Fungus Hirsutella nivea BCC 2594. Lett. Appl. Microbiol., 2008, 47, 74-78.

26. M. Isaka, P. Chinthanom, S. Veeranondha, S. Supothina, J. J. Luangsa-ard. Novel Cyclopropyl Diketones and 14-Membered Macrolides from the Soil Fungus Hamigera avellanea BCC 17816. Tetrahedron, 2008, 64, 11028-11033.

27. M. Isaka, S. Palasarn, P. Auncharoen, S. Komwijit, E. B. G. Jones. Acremoxanthones A and B, Novel Antibiotic Polyketides from the Fungus Acremonium sp. BCC 31806. Tetrahedron Lett., 2009, 50, 284-287.

28. M. Isaka, N. L. Hywel-Jones, M. Sappan, S. Mongkolsamrit, S. Saidaengkham. Hopane Triterpenes as Chemotaxonomic Markers for the Scale Insect Pathogens Hypocrella s. lat. and Aschersonia. Mycol. Res., 2009, 113, 491-497.

29. T. Bunyapaiboonsri, S. Yoiprommarar, K. Intereya, P. Rachtawee, N. L. Hywel-Jones, M. Isaka. Isariotins E and F, Spirocyclic and Bicyclic Hemiacetals from the Entomopathogenic Fungus Isaria tenuipes BCC 12625. J. Nat. Prod., 2009, 72, 756-759.

30. M. Isaka, A. Yangchum, S. Intamas, K. Kocharin, E. B. G. Jones, P. Kongsaeree, S. Prabpai. Aigialomycins and Related Polyketide Metabolites from the Mangrove Fungus Aigialus parvus BCC 5311. Tetrahedron, 2009, 65, 4396-4403.

31. M. Isaka, S. Palasarn, S. Lapanun, R. Chanthaket, N. Boonyuen, S. Lumyong. g-Lactones and ent-Eudesmane Sesquiterpenes from the Endophytic Fungus Eutypella sp. BCC 13199. J. Nat. Prod., 2009, 72, 1720-1722.

32. M. Isaka, U. Srisanoh, S. Veeranondha, W. Choowong, S. Lumyong. Cytotoxic Eremophilane Sesquiterpenoids from the Saprobic Fungus Berkleasmium nigroapicale BCC 8220. Tetrahedron, 2009, 65, 8808-8815.

33. C. Chutrakul, T. Boonruangprapa, R. Suvannakad, M. Isaka, P. Sirithunya, T. Toojinda, K. Kirtikara. Ascherxanthone B from Aschersonia luteola, a New Anti-fungal Compound Active Against Rice Blast Pathogen Magnaporthe grisea. J. Appl. Microbiol., 2009, 107, 1624-1631.

34. M. Isaka, A. Yangchum, P. Rachtawee, P. Khoyaiklang, N. Boonyuen, S. Lumyong. Dihydronaphthalenones from the Endophytic Fungus Botryosphaeria sp. BCC 8200. Phytochem. Lett., 2009, 2, 207-210.

35. J. J. Luangsa-ard, P. Berkaew, R. Ridkaew, N. L. Hywel-Jones, M. Isaka. A Beauvericin Hot Spot in the Genus Isaria. Mycol. Res., 2009, 113, 1392-1398.

36. M. Isaka, P. Chinthanom, S. Kongthong, S. Supothina, P. Ittiworrapong. Hamigeromycins C–G, 14-Membered Macrolides from the Fungus Hamigera avellanea BCC 17816. Tetrahedron, 2010, 66, 955-961.

37. R. Haritakun, M. Sappan, R. Suvannakad, K. Tasanathai, M. Isaka. An Antimycobacterial Cyclodepsipeptide from the Entomopathogenic Fungus Ophiocordyceps communis BCC 16475. J. Nat. Prod., 2010, 73, 75-78.

38. M. Isaka, P. Chinthanom, T. Boonruangprapa, N. Rungjindamai, U. Pinruan. Eremophilane-type Sesquiterpenes from the Fungus Xylaria sp. BCC 21097. J. Nat. Prod., 2010, 73, 683-687.

39. M. Isaka, A. Yangchum, P. Rachtawee, S. Komwijit, A. Lutthisungneon. Hopane-type Triterpenes and Binaphthopyrones from the Scale Insect Pathogenic Fungus Aschersonia paraphysata BCC 11964. J. Nat. Prod., 2010, 73, 688-692.

40. M. Isaka, M. Sappan, P. Auncharoen, P. Srikotikulchai. Chromone Derivatives from the Wood-Decay Fungus Rhizina sp. BCC 12292. Phytochem. Lett., 2010, 3, 152-155.

41. W. Nuangnaowarat, W. Phupong, M. Isaka. New Xanthones from the Barks of Cratoxylum sumatranum ssp. neriifolium. Heterocycles, 2010, 81, 2335-2341.

42. W. Nuangnaowarat, W. Phupong, K. Intereya, M. Isaka. New Prenylated Xanthone from the Branch of Garcinia costata. Heterocycles, 2010, 81, 2377-2384.

43. R. Haritakun, P. Rachtawee, R. Chanthaket, N. Boonyuen, M. Isaka. Butyrolactones from the Fungus Aspergillus terreus BCC 4651. Chem. Pharm. Bull., 2010, 58, 1545-1548.

44. M. Isaka, P. Chinthanom, S. Supothina, P. Tobwor, N. L. Hywel-Jones. Pyridone and Tetramic Acid Alkaloids from the Spider Pathogenic Fungus Torrubiella sp. BCC 2165. J. Nat. Prod., 2010, 73, 2057-2060.

45. M. Isaka, A. Yangchum, P. Auncharoen, K. Srichomthong, P. Srikitikulchai. Ring B Aromatic Norpimarane Glucoside from a Xylaria sp. J. Nat. Prod., 2011, 74, 300-302.

46. M. Isaka, S. Palasarn, S. Supothina, S. Komwijit, J. J. Luangsa-ard. Bioactive Compounds from the Scale Insect Pathogenic Fungus Conoideocrella tenuis BCC 18627. J. Nat. Prod., 2011, 74, 782-789.

47. M. Isaka, M. Sappan, J. J. Luangsa-ard, N. L. Hywel-Jones, S. Mongkolsamrit, S. Chunhametha. Chemical Taxonomy of Torrubiella s. lat.: Zeorin as a Marker of Conoideocrella. Fungal Biol., 2011, 115, 401-405.

48. M. Isaka, M. Sappan, P. Rachtawee, T. Boonpratuang. A Tetrahydrobenzofuran Derivative from the Fermentation Broth of Lentinus squarrosulus BCC 22366. Phytochem. Lett., 2011, 4, 106-108.

49. M. Isaka, S. Palasarn, W. Prathumpai, P. Laksanacharoen. Pimarane Diterpenes from the Endophytic Fungus Eutypella sp. BCC 13199. Chem. Pharm. Bull., 2011, 59, 1157-1159.

50. T. Bunyapaiboonsri, S. Yoiprommarat, U. Srisanoh, W. Choowong, K. Tasanathai, N. L. Hywel-Jones, J. J. Luangsa-ard, M. Isaka. Isariotins G-J from the Lepidoptera Pathogenic Fungus Isaria tenuipes. Phytochem. Lett., 2011, 4, 283-286.

51. M. Isaka, U. Srisanoh, W. Choowong, T. Boonpratuang. Sterostreins A-E, New Terpenoids from Cultures of the Basidiomycete Stereum ostrea BCC 22955. Org. Lett., 2011, 13, 4886-4889.

52. M. Isaka, A. Yangchum, M. Sappan, R. Suvannakad, P, Srikitikulchai. Cyclohexadepsipeptides from Acremonium sp. BCC 28424. Tetrahedron, 2011, 67, 7929-7935.

53. M. Isaka, P. Chinthanom, M. Sappan, R. Chanthaket, J. J. Luangsa-ard, S. Prabpai, P. Kongsaeree. Lanostane and Hopane Triterpenes from the Entomopathogenic Fungus Hypocrella sp. BCC 14524. J. Nat. Prod., 2011, 74, 2143-2151.

54. S. Supothina, U. Srisanoh, S. Nithithanasilp, K. Tasanathai, J. J. Luangsa-ard, C.-R. Li, M. Isaka. Beauvericin Production by the Lepidoptera Pathogenic Fungus Isaria tenuipes: Analysis of Natural Specimens, Synnemata from Cultivation, and Mycelia from Liquid-media Fermentation. Nat. Prod. Bioprospect., 2011, 1, 112-115.

55. M. Isaka, U. Srisanoh, M. Sappan, S. Kongthong, P. Srikitikulchai. Eremophilane and Eudesmane Sesquiterpenoids and a Pimarane Diterpenoid from the Wood-decay Fungus Xylaria sp. BCC 5484. Phytochem. Lett., 2012, 5, 78-82.

56. R. Haritakun, P. Rachtawee, S. Komwijit, S. Nithithanasilp, M. Isaka. Highly Conjugated Ergostane-type Steroids and Aranotin-type Diketopiperazines from the Fungus Aspergillus terreus BCC 4651. Helv. Chim. Acta., 2012, 95, 308-313.

57. T. Bunyapaiboonsri, P. Vongvilai, P. Auncharoen, M. Isaka. Cyclohexadepsipeptides from the Filamentous Fungus Acremonium sp. BCC 2629. Helv. Chim. Acta, 2012, 95, 963-972.

58. M. Isaka, U. Srisanoh, M. Sappan, S. Supothina, T. Boonpratuang. Sterostreins F-O, Illudalanes and Norilludalanes from Cultures of the Basidiomycete Stereum ostrea BCC 22955. Phytochemistry, 2012, 79, 116-120.

59. M. Isaka, S. Palasarn, P. Chinthanom, J. Thongtan, S. Somrithipol. Poronitins A and B, 4-Pyrone and 4-Pyridone Derivatives from the Elephant Dung Fungus Poronia gigantea. Tetrahedron Lett., 2012, 53, 4848-4851.

60. M. Isaka, P. Chinthanom, S. Supothina, S. Mongkolsamrit. Hopane Triterpenes from the Scale Insect Pathogenic Fungus Aschersonia calendulina BCC 23276. Phytochem. Lett., 2012, 5, 734-737.

61. M. Isaka, S. Palasarn, P. Tobwor, T. Boonruangprapa, K. Tasanathai. Bioactive Anthraquinone Dimers from the Leafhopper Pathogenic Fungus Torrubiella sp. BCC 28517. J. Antibiot., 2012, 65, 571-574.

62. M. Isaka, P. Chinthanom, S. Kongthong, K. Srichomthong, R. Choeyklin. Lanostane Triterpenes from Cultures of the Basidiomycete Ganoderma orbiforme BCC 22324. Phytochemistry, 2013, 87, 133-139.

63. M. Isaka, P. Chinthanom, P. Rachtawee, W. Somyong, J. J. Luangsa-ard, N. L. Hywel-Jones. Cordylactam, a New Alkaloid from the Spider Pathogenic Fungus Cordyceps sp. BCC 12671. Phytochem. Lett., 2013, 6, 162-164.

64. M. Isaka, P. Chinthanom, K. Danwisetkanjana, R. Choeyklin. A New Cryptoporic Acid Derivative from Cultures of the Basidiomycete Poria albocincta BCC 26244. Phytochem. Lett., 2014, 7, 97-100.

65. M. Isaka, S. Palasarn, S, Komwijit, S. Somrithipol, S. Sommai. Pleosporin A, an Antimalarial Cyclodepsipeptide from an Elephant Dung Fungus (BCC 7069). Tetrahedron Lett., 2014, 55, 469-471.

66. M. Isaka, A. Yangchum, S. Supothina, R. Chanthaket, P. Srikitikulchai. Isopimalanes and Eremophilanes from the Wood-decay Fungus Xylaria allanthoidea BCC 23163. Phytochem. Lett., 2014, 8, 59-64.

67. M. Isaka, R. Haritakun, K. Intereya, D. Thanakitpipattana, N. L. Hywel-Jones. Torrubiellone E, an Antimalarial N-Hydroxypyridone Alkaloid from the Spider Pathogenic Fungus Torrubiella longissima BCC 2022. Nat. Prod. Comm., 2014, 9, 627-628.

68. M. Isaka, P. Chinthanom, M. Sappan, S. Supothina, T. Boonpratuang. Phenylglycol Metabolites from Cultures of the Basidiomycete Mycena pruinosoviscida BCC 22723. Helv. Chim. Acta, 2014, 97, 909-914.

69. M. Isaka, A. Yangchum, S. Supothina, P. Laksanacharoen, J. J. Luangsa-ard, N. L. Hywel-Jones. Ascochlorin Derivatives from the Leafhopper Pathogenic Fungus Microcera sp. BCC 17074. J. Antibiot., 2015, 68, 47-51.

70. M. Isaka, P. Chinthanom, P. Rachtawee, K. Srichomthong, P. Srikitikulchai, P. Kongsaeree, S. Prabpai. Cytotoxic Hydroanthraquinones from the mangrove-derived Fungus Paradactyoarthrinium diffractum BCC 8704. J. Antibiot., 2015, published online.

Books:

1. Masahiko Isaka, Prasat Kittakoop and Yodhathai Thebtaranonth. Secondary Metabolites of Clavicipitalean Fungi. In “Clavicipitalean Fungi” (MYCOLOGY, Volume 19), Eds. J. F. White, Jr., C. R. Bakon, N. L. Hywel-Jones, J. W. Spatafora. Marcel. Dekker, Inc., 2003, pp355-398.

Symposia and Conferences (in the Last 5 Years):

1. Invited Speaker: IOCD International Conference on Functional Molecules in Nature, 22-24 September 2012, Nanjing, China

Title: Bioactive Secondary Metabolites of Entomopathogenic Fungi

2. Invited Speaker: 14th Asian Chemical Congress (14ACC), 8-11 August 2011, Bangkok, Thailand

Title: Bioactive Fungal Metabolites

3. Plenary Lecture: International Conference on Fungal Evolution and Charles Darwin: From Morphology to Molecules, 9-11 July 2009, Pathumthani, Thailand

Title: Secondary Metabolites of Insect Pathogenic Fungi