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Volumn 55, Issue 1, 2007, Pages 81-86

Jorunnamycins A-C, new stabilized renieramycin-type bistetrahydroisoquinolines isolated from the Thai nudibranch Jorunna funebris

Author keywords

Cytotoxicity; Jorunnamycin; Nudibranch; Renieramycin; Transformation

Indexed keywords

ACETONITRILE; BISTETRAHYDROISOQUINOLINE DERIVATIVE; ISOQUINOLINE ALKALOID; ISOQUINOLINE DERIVATIVE; JORUMYCIN; JORUNNA FUNEBRIS EXTRACT; JORUNNAMYCIN A; JORUNNAMYCIN B; JORUNNAMYCIN C; MIMOSAMYCIN; NATURAL PRODUCT; POTASSIUM CYANIDE; RENIERAMYCIN M; RENIERAMYCIN N; RENIERAMYCIN O; RENIERAMYCIN Q; SILVER NITRATE; UNCLASSIFIED DRUG;

EID: 33846113891     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.55.81     Document Type: Article
Times cited : (47)

References (26)
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    • Jorunna funebris is a sponge feeder, and seems to feed on different sponge species. [online] Available from http://vieoceane.free.fr/run- seaslug/a_joru_funebris.htm [9 April, 2006].
    • Jorunna funebris is a sponge feeder, and seems to feed on different sponge species. [online] Available from http://vieoceane.free.fr/run- seaslug/a_joru_funebris.htm [9 April, 2006].
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    • Recently, the asymmetric total synthesis of jorumycin (6) was accomplished by Williams and co-workers, and the final step of this synthesis was the transformation of 8 into 6; see Lane J. W., Chen Y., Williams R. M., J. Am. Chem. Soc., 127, 12684-12690 (2005).
    • Recently, the asymmetric total synthesis of jorumycin (6) was accomplished by Williams and co-workers, and the final step of this synthesis was the transformation of 8 into 6; see Lane J. W., Chen Y., Williams R. M., J. Am. Chem. Soc., 127, 12684-12690 (2005).
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    • 18) showing it to be the same as 7: Saito N., Sakai H., Suwanborirux K., Pummangura S., Kubo A., Heterocycles, 55, 21-28 (2001).
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    • We recently observed that jorumycin (6) underwent oxidative cleavage with selenium oxide and p-toluenesulfonic acid in 1,4-dioxane at 80°C to generate mimosamycin (3) and renierol acetate (4a) in 20.5% and 37.2% yields, respectively.14) Also see Saito N, Koizumi Y, Tanaka C, Suwanborirux K, Amnuoypol S, Kubo A, Heterocycles, 61, 79-86 2003
    • We recently observed that jorumycin (6) underwent oxidative cleavage with selenium oxide and p-toluenesulfonic acid in 1,4-dioxane at 80°C to generate mimosamycin (3) and renierol acetate (4a) in 20.5% and 37.2% yields, respectively.14) Also see Saito N., Koizumi Y., Tanaka C., Suwanborirux K., Amnuoypol S., Kubo A., Heterocycles, 61, 79-86 (2003).
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    • 13C-NMR spectra. Its absolute configuration remains to be determined.
    • 13C-NMR spectra. Its absolute configuration remains to be determined.
  • 26
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    • While this paper was under review, Williams co-workers reported the antitumor activity of unnatural bisisoquinolinequinone analogs such as 3-epi-jorumycin and 3-epi-renieramycin G: see, Lane J. W, Estevez A, Mortara K, Callan O, Spencer J. R, Williams R. M, Bioorg. Med. Chem. Lett, 16, 3180-3183 2006
    • While this paper was under review, Williams co-workers reported the antitumor activity of unnatural bisisoquinolinequinone analogs such as 3-epi-jorumycin and 3-epi-renieramycin G: see, Lane J. W., Estevez A., Mortara K., Callan O., Spencer J. R., Williams R. M., Bioorg. Med. Chem. Lett., 16, 3180-3183 (2006).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.