Title:
NOVEL YNONE COMPOUND AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2020/090700
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing an ynone compound useful for the inducement of an endoplasmic reticulum stress response. The problem can be solved by an ynone compound represented by formula (1) [in the formula, A1 is an aromatic ring which may have a substituent, X1 is an oxygen atom, a sulfur atom, or a group represented by the formula: -N-(RX1)- (where, RX
1 is a hydrogen atom or an alkyl group), X2 is a single bond or a double bond, R1 and R2 are the same or different and are a hydrogen atom or an alkyl group, R3 and R4 are the same or different and are a hydrogen atom, an alkyl group, an acyl group, an alkoxy alkyl group, or an alkoxy-alkoxy-alkyl group, and R3O and R4O may be bonded to two adjacent carbon atoms to form a ring.].
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Inventors:
NAKAYAMA ATSUSHI (JP)
TERAMACHI JUMPEI (JP)
ABE MASAHIRO (JP)
NAMBA KOSUKE (JP)
ITO KOJI (JP)
TSUJI DAISUKE (JP)
TERAMACHI JUMPEI (JP)
ABE MASAHIRO (JP)
NAMBA KOSUKE (JP)
ITO KOJI (JP)
TSUJI DAISUKE (JP)
Application Number:
PCT/JP2019/042086
Publication Date:
May 07, 2020
Filing Date:
October 28, 2019
Export Citation:
Assignee:
UNIV TOKUSHIMA (JP)
International Classes:
C07D313/00; A61K31/365; A61P19/02; A61P35/00; C07D317/26
Domestic Patent References:
| WO2003076424A1 | 2003-09-18 |
Foreign References:
| JPH01268684A | 1989-10-26 |
Other References:
DATABASE Database REGISTRY [online] 21 October 2014 (2014-10-21), Database accession no. 1629365-10- 1
KLEIN, M. ET AL.: "Tetrahydroxy 10-Membered Cyclic Enediynes", JOURNAL OF ORGANIC CHEMISTRY, vol. 68, no. 24, 2003, pages 9379 - 9383, ISSN: 0022-3263
BALI, A. K. ET AL.: "Enantiospecific synthesis of functionalized polyols from tartaric acid using Ley's dithiaketalization: Application to the total synthesis of achaetolide", TETRAHEDRON, vol. 72, no. 52, 2016, pages 8623 - 8636, XP029825134, ISSN: 0040-4020, DOI: 10.1016/j.tet.2016.11.035
SAITO, T. ET AL.: "An improved synthesis of the C42-C52 segment of ciguatoxin 3C", TETRAHEDRON LETTERS, vol. 59, no. 14, 21 February 2018 (2018-02-21), pages 1372 - 1376, ISSN: 0040-4039
LIN, A. ET AL.: "An enantioselective synthesis of the resorcylicacid lac tone L-783, 277 via addition of an acetylide anion to a tethered Weinreb amide", HETEROCYCLES, vol. 82, no. 1, 2010, pages 313 - 318, ISSN: 0385-5414
KROHN, K. ET AL.: "Synthesis of the aliphatic subunit of the macrolide LL-Z 1640-2 via Vasellaring opening of a 6-iodo-4-deoxy-D- mannose", JOURNAL OF CARBOHYDRATE CHEMISTRY, vol. 26, no. 8-9, 2007, pages 419 - 427, ISSN: 0732-8303
GANGADHAR, P. ET AL.: "A facile approach for the total synthesis of neurotrophic diyne tetraol petrosiol A and petrosiol E", TETRAHEDRON, vol. 72, no. 38, 2016, pages 5807 - 5817, XP029703961, ISSN: 0040-4020, DOI: 10.1016/j.tet.2016.08.009
ISAKA, M. ET AL.: "Aigialomycins A-E, new resorcylic macrolides from the marine mangrove fungus Aigialus parvus", JOURNAL OF ORGANIC CHEMISTRY, vol. 67, no. 5, 2002, pages 1561 - 1566, ISSN: 0022-3263
HEARN, B. R. ET AL.: "Semi synthesis and cytotoxicity of hypothemycin analogues", CHEMMEDCHEM, vol. 2, no. 11, 2007, pages 1598 - 1600, ISSN: 1860-7179
KLEIN, M. ET AL.: "Tetrahydroxy 10-Membered Cyclic Enediynes", JOURNAL OF ORGANIC CHEMISTRY, vol. 68, no. 24, 2003, pages 9379 - 9383, ISSN: 0022-3263
BALI, A. K. ET AL.: "Enantiospecific synthesis of functionalized polyols from tartaric acid using Ley's dithiaketalization: Application to the total synthesis of achaetolide", TETRAHEDRON, vol. 72, no. 52, 2016, pages 8623 - 8636, XP029825134, ISSN: 0040-4020, DOI: 10.1016/j.tet.2016.11.035
SAITO, T. ET AL.: "An improved synthesis of the C42-C52 segment of ciguatoxin 3C", TETRAHEDRON LETTERS, vol. 59, no. 14, 21 February 2018 (2018-02-21), pages 1372 - 1376, ISSN: 0040-4039
LIN, A. ET AL.: "An enantioselective synthesis of the resorcylicacid lac tone L-783, 277 via addition of an acetylide anion to a tethered Weinreb amide", HETEROCYCLES, vol. 82, no. 1, 2010, pages 313 - 318, ISSN: 0385-5414
KROHN, K. ET AL.: "Synthesis of the aliphatic subunit of the macrolide LL-Z 1640-2 via Vasellaring opening of a 6-iodo-4-deoxy-D- mannose", JOURNAL OF CARBOHYDRATE CHEMISTRY, vol. 26, no. 8-9, 2007, pages 419 - 427, ISSN: 0732-8303
GANGADHAR, P. ET AL.: "A facile approach for the total synthesis of neurotrophic diyne tetraol petrosiol A and petrosiol E", TETRAHEDRON, vol. 72, no. 38, 2016, pages 5807 - 5817, XP029703961, ISSN: 0040-4020, DOI: 10.1016/j.tet.2016.08.009
ISAKA, M. ET AL.: "Aigialomycins A-E, new resorcylic macrolides from the marine mangrove fungus Aigialus parvus", JOURNAL OF ORGANIC CHEMISTRY, vol. 67, no. 5, 2002, pages 1561 - 1566, ISSN: 0022-3263
HEARN, B. R. ET AL.: "Semi synthesis and cytotoxicity of hypothemycin analogues", CHEMMEDCHEM, vol. 2, no. 11, 2007, pages 1598 - 1600, ISSN: 1860-7179
Attorney, Agent or Firm:
SAEGUSA & PARTNERS (JP)
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