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      KCI등재 SCIE SCOPUS

      Two new naphthalenic lactone glycosides from Cassia obtusifolia L. seeds

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      https://www.riss.kr/link?id=A105680951

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      다국어 초록 (Multilingual Abstract)

      Two new naphthalenic lactone glycosides, (3S)-9,10-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylic acid 9-O-b-D-glucopyranoside(1) and (3R)-cassialactone 9-O-b-D-glucopyranoside(2) were isolated from seeds of Cassiao...

      Two new naphthalenic lactone glycosides, (3S)-9,10-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylic acid 9-O-b-D-glucopyranoside(1) and (3R)-cassialactone 9-O-b-D-glucopyranoside(2) were isolated from seeds of Cassiaobtusifolia Linn., along with five known compounds: (3R)-cassialactone 9-O-b-D-gentiobioside (3), emodin 1-O-bgentiobioside(4), 1-hydroxyl-2-acetyl-3,8-dimethoxynaphthalene6-O-b-D-apiofuranosyl-(1 ? 2)-b-D-glucopyranoside(5), rubrofusarin 6-O-b-D-gentiobioside (6),rubrofusarin 6-O-b-D-triglucoside (7). Structures of 1 and 2were elucidated by NMR and HR-ESI-MS spectroscopicanalysis. Their stereochemistry was determined by CDexperiment. All compounds were tested for their ability toinhibit the formation of advanced glycation end-productsin vitro. Compounds 1, 2, 3, 5, and 6 showed significantin vitro inhibitory activities (IC50 values of 11.63, 23.40,7.32, 89.03, and 38.89 lM, respectively).

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      참고문헌 (Reference)

      1 Kitanaka S, "and the antimicrobial activities of constituents of the roots and seeds" 106 : 302-306, 1986

      2 Wang ZJ, "Two new glycosides from the genus of Cassia" 18 : 1218-1220, 2007

      3 Ayer WA, "Two 1H-naphtho [2, 3-c] pyran-1-one metabolites from the fungus Paecilomyces variotii" 69 : 189-191, 1991

      4 Drever BD, "The seed extract of Cassia obtusifolia offers neuroprotection to mouse hippocampal cultures" 107 : 380-392, 2008

      5 Baynes JW, "The role of AGEs in aging: causation or correlation" 36 : 1527-1537, 2001

      6 Choi JS, "The NMR assignments of anthraquinones from Cassia tora" 19 : 302-306, 1996

      7 Kitanaka S, "Studies on the constituents of the seeds of Cassia obtusifolia: the structures of two new lactones, isotoralactone and cassialactone" 20 : 1951-1953, 1981

      8 Shrestha S, "Structure related inhibition of enzyme systems in cholinesterases and BACE1 in vitro by naturally occurring naphthopyrone and its glycosides isolated from Cassia obtusifolia" 23 : 69-, 2018

      9 Zhang C, "Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid-alkali titration" 49 : 529-532, 2011

      10 Hennebelle T, "Senna alata" 80 : 385-393, 2009

      1 Kitanaka S, "and the antimicrobial activities of constituents of the roots and seeds" 106 : 302-306, 1986

      2 Wang ZJ, "Two new glycosides from the genus of Cassia" 18 : 1218-1220, 2007

      3 Ayer WA, "Two 1H-naphtho [2, 3-c] pyran-1-one metabolites from the fungus Paecilomyces variotii" 69 : 189-191, 1991

      4 Drever BD, "The seed extract of Cassia obtusifolia offers neuroprotection to mouse hippocampal cultures" 107 : 380-392, 2008

      5 Baynes JW, "The role of AGEs in aging: causation or correlation" 36 : 1527-1537, 2001

      6 Choi JS, "The NMR assignments of anthraquinones from Cassia tora" 19 : 302-306, 1996

      7 Kitanaka S, "Studies on the constituents of the seeds of Cassia obtusifolia: the structures of two new lactones, isotoralactone and cassialactone" 20 : 1951-1953, 1981

      8 Shrestha S, "Structure related inhibition of enzyme systems in cholinesterases and BACE1 in vitro by naturally occurring naphthopyrone and its glycosides isolated from Cassia obtusifolia" 23 : 69-, 2018

      9 Zhang C, "Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid-alkali titration" 49 : 529-532, 2011

      10 Hennebelle T, "Senna alata" 80 : 385-393, 2009

      11 Kitanaka S, "Revision of the structure and absolute configuration of cassialactone" 29 : 999-1002, 1990

      12 Jung HA, "Promising inhibitory effects of anthraquinones, naphthopyrone, and naphthalene glycosides, from Cassia obtusifolia on ${\alpha}$-glucosidase and human protein tyrosine phosphatases 1B" 22 : 28-, 2017

      13 Hatano T, "Phenolic constituents of Cassia seeds and antibacterial effect of some naphthalenes and anthraquinones on methicillinresistant Staphylococcus aureus" 47 : 1121-1127, 1999

      14 이가영, "Naphthopyrone Glucosides from the Seeds of Cassia tora with Inhibitory Activity on Advanced Glycation End Products (AGEs) Formation" 대한약학회 29 (29): 587-590, 2006

      15 Abo KA, "Laxative and antimicrobial properties of Cassia species growing in Ibadan" 3 : 47-50, 1999

      16 Jung HA, "Inhibitory activities of major anthraquinones and other constituents from Cassia obtusifolia against ${\beta}$-secretase and cholinesterases" 191 : 152-160, 2016

      17 Vinson JA, "Inhibition of protein glycation and advanced glycation end products by ascorbic acid and other vitamins and nutrients" 7 : 659-663, 1996

      18 Bhakta T, "Hypoglycemic activity of Cassia fistula Linn. (Leguminosae) leaf (methanol extract) in alloxan-induced diabetic rats" 9 : 35-38, 1997

      19 Nguyen DH, "Ellagitannin and flavonoid constituents from Agrimonia pilosa Ledeb. with their protein tyrosine phosphatase and acetylcholinesterase inhibitory activities" 72 : 293-300, 2017

      20 Rader DJ, "Effect of insulin resistance, dyslipidemia, and intraabdominal adiposity on the development of cardiovascular disease and diabetes mellitus" 120 : S12-S18, 2007

      21 Ju MS, "Cassiae semen, a seed of Cassia obtusifolia has neuroprotective effects in Parkinson's disease models" 48 : 2037-2044, 2010

      22 Yi JH, "Cassia obtusifolia seed ameliorates amyloid ${\beta}$-induced synaptic dysfunction through anti-inflammatory and Akt/GSK-$3{\beta}$ pathways" 178 : 50-57, 2016

      23 Yen GC, "Antioxidant properties of water extracts from Cassia tora L. in relation to the degree of roasting" 48 : 2760-2765, 2000

      24 Sob SV, "Anthraquinones, sterols, triterpenoids and xanthones from Cassia obtusifolia" 38 : 342-345, 2010

      25 Kim YM, "Anthraquinones isolated from Cassia tora (Leguminosae) seed show an antifungal property against phytopathogenic fungi" 52 : 6096-6100, 2004

      26 Jang DS, "Anthraquinones from the seeds of Cassia tora with inhibitory activity on protein glycation and aldose reductase" 30 : 2207-2210, 2007

      27 Ahmed N, "Advanced glycation endproducts-role in pathology of diabetic complications" 67 : 3-21, 2005

      28 Vitek MP, "Advanced glycation end products contribute to amyloidosis in Alzheimer disease" 91 : 4766-4770, 1994

      29 Youn IS, "A new naphthalenic lactone glycoside from the seeds of Cassia obtusifolia" 53 : 429-431, 2017

      30 Yada H, "(-)-Semivioxanthin, a new abscisic active compound against Hinoki cypress leaves isolated from Cryptosporiopsis abietina" 65 : 484-486, 2001

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      2023 평가예정 해외DB학술지평가 신청대상 (해외등재 학술지 평가)
      2020-01-01 평가 등재학술지 유지 (해외등재 학술지 평가) KCI등재
      2010-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2008-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2006-01-01 평가 등재학술지 유지 (등재유지) KCI등재
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      2001-01-01 평가 등재학술지 선정 (등재후보2차) KCI등재
      1998-07-01 평가 등재후보학술지 선정 (신규평가) KCI등재후보
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      기준연도 WOS-KCI 통합IF(2년) KCIF(2년) KCIF(3년)
      2016 1.96 0.2 1.44
      KCIF(4년) KCIF(5년) 중심성지수(3년) 즉시성지수
      1.07 0.87 0.439 0.05
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