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Volumn 66, Issue 12, 2002, Pages 2606-2613

Synthesis of 27-Oxo, 27-Hydroxymilbemycins A3 and A4 and Novel 27-Alkoxymilbemycins A3 and A4 from Milbemycins A3 and A4 and Their Acaricidal Activities

Author keywords

Acaricide; Milbemycin

Indexed keywords

ACARI; ARANEAE; TETRANYCHIDAE; TETRANYCHUS; TETRANYCHUS URTICAE;

EID: 0042703223     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.66.2606     Document Type: Article
Times cited : (2)

References (30)
  • 1
    • 0019216927 scopus 로고
    • Milbemycins, a new family of macrolide antibiotics: Fermentation, isolation and physico-chemical properties
    • Takiguchi, Y., Mishima, H., Okuda, M., Terao, M., Aoki, A., and Fukuda, R., Milbemycins, a new family of macrolide antibiotics: Fermentation, isolation and physico-chemical properties. J. Antibiot., 33, 1120-1127 (1980).
    • (1980) J. Antibiot. , vol.33 , pp. 1120-1127
    • Takiguchi, Y.1    Mishima, H.2    Okuda, M.3    Terao, M.4    Aoki, A.5    Fukuda, R.6
  • 2
    • 0020570385 scopus 로고
    • Milbemycins, a new family of macrolide antibiotics: Producing organism and its mutants
    • Okazaki, T., Ono, M., Aoki, A., and Fukuda, R., Milbemycins, a new family of macrolide antibiotics: Producing organism and its mutants. J. Antibiot., 36, 438-441 (1983).
    • (1983) J. Antibiot. , vol.36 , pp. 438-441
    • Okazaki, T.1    Ono, M.2    Aoki, A.3    Fukuda, R.4
  • 3
    • 0020607636 scopus 로고
    • Milbemycins, a new family of macrolide antibiotics: Structure determination of milbemycins D, E, F, G, H, J and K
    • Mishima, H., Ide, J., Muramatsu, S., and Ono, M., Milbemycins, a new family of macrolide antibiotics: Structure determination of milbemycins D, E, F, G, H, J and K. J. Antibiot., 36, 980-990 (1983).
    • (1983) J. Antibiot. , vol.36 , pp. 980-990
    • Mishima, H.1    Ide, J.2    Muramatsu, S.3    Ono, M.4
  • 5
    • 12044252528 scopus 로고
    • Avermectins and milbemycins part 1
    • Davies, H. G., and Green, R. H., Avermectins and milbemycins part 1. Chem. Soc. Rev., 20, 211-269 (1991).
    • (1991) Chem. Soc. Rev. , vol.20 , pp. 211-269
    • Davies, H.G.1    Green, R.H.2
  • 7
    • 0347802970 scopus 로고    scopus 로고
    • Structure-activity relationships of avermectins and milbemycins. ACS Symp
    • (Phytochemicals for pest control)
    • Fisher, M. H., Structure-activity relationships of avermectins and milbemycins. ACS Symp. Ser., 658 (Phytochemicals for pest control), 220-238 (1997).
    • (1997) Ser. , vol.658 , pp. 220-238
    • Fisher, M.H.1
  • 8
    • 84966302143 scopus 로고    scopus 로고
    • British Crop Protection Council, 49 Downing Street, Farnham, Surrey GU9 7PH, UK
    • Tomlin, C. D. S., “The Pesticide Manual 12th Edition”, British Crop Protection Council, 49 Downing Street, Farnham, Surrey GU9 7PH, UK, PP. 647-648 (2000).
    • (2000) The Pesticide Manual 12Th Edition , pp. 647-648
    • Tomlin, C.D.S.1
  • 9
    • 85010579510 scopus 로고    scopus 로고
    • British Crop Protection Council, 49 Downing Street, Farnham, Surrey GU9 7PH, UK
    • Tomlin, C. D. S., “The Pesticide Manual 12th Edi-tion”, British Crop Protection Council, 49 Downing Street, Farnham, Surrey GU9 7PH, UK, PP.3-4 (2000).
    • (2000) The Pesticide Manual 12Th Edi-Tion , pp. 3-4
    • Tomlin, C.D.S.1
  • 16
    • 0033855805 scopus 로고    scopus 로고
    • Avermectins and flea control: Structure-activity relationships and the selection of Selamectin for development as an endectocide for companion animals
    • Banks, B. J., Bishop, B. F., Evans, N. A., Gibson, S. P., Goudie, A. C., Graiton, K. A. F., Pacey, M. S., Perry, D. A., and Witty, M. J., Avermectins and flea control: Structure-activity relationships and the selection of Selamectin for development as an endectocide for companion animals. Bioorg. Med. Chem., 8, 2017-2025 (2000).
    • (2000) Bioorg. Med. Chem. , vol.8 , pp. 2017-2025
    • Banks, B.J.1    Bishop, B.F.2    Evans, N.A.3    Gibson, S.P.4    Goudie, A.C.5    Graiton, K.A.F.6    Pacey, M.S.7    Perry, D.A.8    Witty, M.J.9
  • 17
    • 84942719047 scopus 로고
    • Structure determination of LL-F28249 a, b, g, and l, potent antiparasitic macrolides from Streptomyces cyaneogriseus spp. Noncyanogenus
    • Carter, G. T., Nietsche, J. A., and Borders, D. B., Structure determination of LL-F28249 a, b, g, and l, potent antiparasitic macrolides from Streptomyces cyaneogriseus spp. noncyanogenus. J. Chem. Soc. Chem. Commun., 402-404 (1987).
    • (1987) J. Chem. Soc. Chem. Commun. , pp. 402-404
    • Carter, G.T.1    Nietsche, J.A.2    Borders, D.B.3
  • 18
    • 0023886117 scopus 로고
    • LL-F28249 antibiotic complex: A new family of antiparasitic macro-cyclic lactones: Isolation, characterization and structures of LL-F28249 a, b, g, l
    • Carter, G. T., Nietsche, J. A., Hertz, M. R., Williams, D. R., Siegel, M. M., Morton, G. O., James, J. C., and Borders, D. B., LL-F28249 antibiotic complex: a new family of antiparasitic macro-cyclic lactones: isolation, characterization and structures of LL-F28249 a, b, g, l. J. Antibiot., 41, 519-529 (1988).
    • (1988) J. Antibiot. , vol.41 , pp. 519-529
    • Carter, G.T.1    Nietsche, J.A.2    Hertz, M.R.3    Williams, D.R.4    Siegel, M.M.5    Morton, G.O.6    James, J.C.7    Borders, D.B.8
  • 19
    • 0024306755 scopus 로고
    • A novel series of milbemycin antibiotics from Streptomyces strain E225. 1. Discoverry, fermentation and anthelmintic activity
    • Hood, J. D., Banks, R. M., Brewer, M. D., Fish, J. P., Manger, B. R., and Poulton, M. E., A novel series of milbemycin antibiotics from Streptomyces strain E225. 1. Discoverry, fermentation and anthelmintic activity. J. Antibiot., 42, 1593-1598 (1989).
    • (1989) J. Antibiot. , vol.42 , pp. 1593-1598
    • Hood, J.D.1    Banks, R.M.2    Brewer, M.D.3    Fish, J.P.4    Manger, B.R.5    Poulton, M.E.6
  • 20
    • 0025131809 scopus 로고
    • A novel series of milbemy-cin antibiotics from Streptomyces strain E225. 2. Isolation, characterization, structure elucidation and solution conformations
    • Baker, G. H., Dorgan, R. J. J., Everett, J. R., Hood, J. D., and Poulton, M. E., A novel series of milbemy-cin antibiotics from Streptomyces strain E225. 2. Isolation, characterization, structure elucidation and solution conformations. J. Antibiot., 43, 1069-1076 (1990).
    • (1990) J. Antibiot. , vol.43 , pp. 1069-1076
    • Baker, G.H.1    Dorgan, R.J.J.2    Everett, J.R.3    Hood, J.D.4    Poulton, M.E.5
  • 22
    • 0027665504 scopus 로고
    • Milbemycins a11, a12, a13, a14 and a15: A new family of milbemycins from strep-tomyces hygroscopicus subsp. Aureolacrimosus
    • 15: a new family of milbemycins from strep-tomyces hygroscopicus subsp. aureolacrimosus. J. Antibiot., 46, 1364-1371 (1993).
    • (1993) J. Antibiot. , vol.46 , pp. 1364-1371
    • Takahashi, S.1    Miyaoka, H.2    Tanaka, K.3    Enokita, R.4    Okazaki, T.5
  • 24
    • 0033866901 scopus 로고    scopus 로고
    • New milbemycins from Streptomyces hygroscopicus subsp. Aureolacrimosus: Fermentation, isolation and structure elucidation
    • Nonaka, K., Tsukiyama, T., Okamoto, Y., Sato, K., Kumasaka, C., Yamamoto, T., Maruyama, F., and Yoshikawa, H., New milbemycins from Streptomyces hygroscopicus subsp. Aureolacrimosus: Fermentation, isolation and structure elucidation. J. Antibiot., 53, 694-704 (2000).
    • (2000) J. Antibiot. , vol.53 , pp. 694-704
    • Nonaka, K.1    Tsukiyama, T.2    Okamoto, Y.3    Sato, K.4    Kumasaka, C.5    Yamamoto, T.6    Maruyama, F.7    Yoshikawa, H.8
  • 25
    • 0027081179 scopus 로고
    • Radical-induced oxidation of oxahydrindene (Hexahydrobenzofuran) portion of 22,23-dihydroavermectin B1a: Identification of autooxidation products
    • 1a: Identification of autooxidation products. J. Pharm. Sci., 81, 1000-1003 (1992).
    • (1992) J. Pharm. Sci. , vol.81 , pp. 1000-1003
    • Strong, J.D.1    Pivnichny, J.V.2    Mrozik, H.3    Waksmunski, F.S.4
  • 26
    • 4544263024 scopus 로고
    • U.S. Patent 4547491 (Jul. 18
    • Mrozik, H., and Waksmunski, F. S., U.S. Patent 4547491 (Jul. 18, 1984), Chem. Abstr., 104, 207610k.
    • (1984) Chem. Abstr , vol.104 , pp. 207610k
    • Mrozik, H.1    Waksmunski, F.S.2
  • 28
    • 0000206354 scopus 로고
    • Approaches to the total synthesis of adrenal steroids. V. 4b-Methyl-7-ethylenedioxy-1,2,3,4,4a, 4b,5,6,7,8,10,10ab-dodecahydrophenanthrene-4b-ol-1-on and related tricyclic derivatives
    • Poos, G. I., Arth, G. E., Beyler, R. E., and Sarett, L. H., Approaches to the total synthesis of adrenal steroids. V. 4b-Methyl-7-ethylenedioxy-1,2,3,4,4a, 4b,5,6,7,8,10,10ab-dodecahydrophenanthrene-4b-ol-1-on and related tricyclic derivatives. J. Am. Chem. Soc., 75, 422 (1953).
    • (1953) J. Am. Chem. Soc. , vol.75 , pp. 422
    • Poos, G.I.1    Arth, G.E.2    Beyler, R.E.3    Sarett, L.H.4
  • 30
    • 4544240382 scopus 로고
    • Eur. Pat. Appl. EP 343715
    • Nov. 29
    • Fisher, M. H., Wyvratt, M. J., and Mrozik, H., Eur. Pat. Appl. EP 343715 (Nov. 29, 1989), Chem. Abstr., 113, 115722x.
    • (1989) Chem. Abstr. , vol.113 , pp. 115722x
    • Fisher, M.H.1    Wyvratt, M.J.2    Mrozik, H.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.