start-ver=1.4 cd-journal=joma no-vol=36 cd-vols= no-issue=11 article-no= start-page=2875 end-page=2877 dt-received= dt-revised= dt-accepted= dt-pub-year=2021 dt-pub=20210513 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Millifolide A, a dimeric ether of degraded sesquiterpene lactones, inhibited the proliferation of human lung cancer cell line A549 en-subtitle= kn-subtitle= en-abstract= kn-abstract=The inhibitory effect of three degraded sesquiterpene lactones, iso-seco-tanapartholide, arteludooicinolide A and millifolide A isolated from Achillea millefolium L., on anti-human lung cancer cells was examined using MTT and reporter gene assays. Millifolide A has significant inhibitory effects on the proliferation of human lung cancer cells probably through inducing cell apoptosis. en-copyright= kn-copyright= en-aut-name=YuPan-Pan en-aut-sei=Yu en-aut-mei=Pan-Pan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YuFeng en-aut-sei=Yu en-aut-mei=Feng kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=LiWen-Zhe en-aut-sei=Li en-aut-mei=Wen-Zhe kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=WangSi-Ming en-aut-sei=Wang en-aut-mei=Si-Ming kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=WangChuan en-aut-sei=Wang en-aut-mei=Chuan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=DongMei en-aut-sei=Dong en-aut-mei=Mei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=NiZhi-Yu en-aut-sei=Ni en-aut-mei=Zhi-Yu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=LiYong en-aut-sei=Li en-aut-mei=Yong kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= affil-num=1 en-affil=College of Forensic Medicine, Hebei Medical University, Hebei Key Laboratory of Forensic Medicine, Collaborative Innovation Center of Forensic Medical Molecular Identification kn-affil= affil-num=2 en-affil=College of Forensic Medicine, Hebei Medical University, Hebei Key Laboratory of Forensic Medicine, Collaborative Innovation Center of Forensic Medical Molecular Identification kn-affil= affil-num=3 en-affil=College of Forensic Medicine, Hebei Medical University, Hebei Key Laboratory of Forensic Medicine, Collaborative Innovation Center of Forensic Medical Molecular Identification kn-affil= affil-num=4 en-affil=The Fourth Hospital of Hebei Medical University kn-affil= affil-num=5 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=6 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=7 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=8 en-affil=The Fourth Hospital of Hebei Medical University kn-affil= affil-num=9 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= en-keyword=Achillea millefolium L kn-keyword=Achillea millefolium L en-keyword=millifolide A kn-keyword=millifolide A en-keyword=human lung cancer cells kn-keyword=human lung cancer cells en-keyword=antiproliferation kn-keyword=antiproliferation en-keyword=apoptosis kn-keyword=apoptosis END start-ver=1.4 cd-journal=joma no-vol=85 cd-vols= no-issue=1 article-no= start-page=134 end-page=142 dt-received= dt-revised= dt-accepted= dt-pub-year=2021 dt-pub=20210121 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Synthesis of (12R,13S)-pyriculariol and (12R,13S)-dihydropyriculariol revealed that the rice blast fungus, Pyricularia oryzae, produces these phytotoxins as racemates en-subtitle= kn-subtitle= en-abstract= kn-abstract=Synthesis of assumed natural (12R,13S)-enantiomers of pyriculariol (1) and dihydropyriculariol (2), phytotoxins isolated from rice blast disease fungus, Pyricularia oryzae, was achieved using Wittig reaction or microwave-assisted Stille coupling reaction as the key step. The synthesis revealed that the natural 1 and 2 are racemates. Foliar application test on a rice leaf indicated that both the salicylaldehyde core and side chain were necessary for phytotoxic activity. The fungus is found to produce optically active phytotoxins when incubated with rotary shaker, but racemic ones when cultured using an aerated jar fermenter. en-copyright= kn-copyright= en-aut-name=NagashimaYuta en-aut-sei=Nagashima en-aut-mei=Yuta kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=SasakiAyaka en-aut-sei=Sasaki en-aut-mei=Ayaka kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=HiraokaRyoya en-aut-sei=Hiraoka en-aut-mei=Ryoya kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=OnodaYuko en-aut-sei=Onoda en-aut-mei=Yuko kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=TanakaKoji en-aut-sei=Tanaka en-aut-mei=Koji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=WangZi-Yi en-aut-sei=Wang en-aut-mei=Zi-Yi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=KuwanaAtsuki en-aut-sei=Kuwana en-aut-mei=Atsuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=SatoYuki en-aut-sei=Sato en-aut-mei=Yuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=SuzukiYuji en-aut-sei=Suzuki en-aut-mei=Yuji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=IzumiMinoru en-aut-sei=Izumi en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= en-aut-name=KuwaharaShigefumi en-aut-sei=Kuwahara en-aut-mei=Shigefumi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=11 ORCID= en-aut-name=NukinaManabu en-aut-sei=Nukina en-aut-mei=Manabu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=12 ORCID= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=13 ORCID= affil-num=1 en-affil=Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University kn-affil= affil-num=2 en-affil=Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University kn-affil= affil-num=3 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=4 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=5 en-affil=Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University kn-affil= affil-num=6 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=7 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=8 en-affil=Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University kn-affil= affil-num=9 en-affil=Laboratory of Plant Nutrition and Function, Graduate School of Agricultural Science, Tohoku University kn-affil= affil-num=10 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=11 en-affil=Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University kn-affil= affil-num=12 en-affil=Professor Emeritus, Yamagata University kn-affil= affil-num=13 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= en-keyword=Pyricularia oryzae kn-keyword=Pyricularia oryzae en-keyword=rice blast disease kn-keyword=rice blast disease en-keyword=structure revision kn-keyword=structure revision en-keyword=total synthesis kn-keyword=total synthesis END start-ver=1.4 cd-journal=joma no-vol=108 cd-vols= no-issue= article-no= start-page=1 end-page=4 dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=20190201 dt-online= en-article= kn-article= en-subject= kn-subject= en-title=Synthetic studies of ancistrocladinium A and B, antileishmanial compounds isolated from a Congolese Ancistrocladus Species kn-title=RƒŠ[ƒVƒ…ƒ}ƒjƒAŒด’ŽŠˆซ•จŽฟAncistrocladinium A‚ฦB‚ฬ‡ฌŒค‹† en-subtitle= kn-subtitle= en-abstract= kn-abstract=Synthetic studies of ancistrocladinium A and B, antileishmanial compounds isolated from a Congolese Ancistrocladus sp., are described. Buchwald?Hartwig coupling reaction between the dihydroisoquinoline and the naphthyl triflate failed. The main framework of ancistrocladinium A was constructed by 1,2?addition of the amine to the naphthoquinone in the presence of celium trichloride as a catalyst. On the other hand, 1,4?addition of the amine to the naphthoquinone proceeded without catalyst to form the framework of B. These products will be valuable leads for antileishmanial agents. en-copyright= kn-copyright= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name=ด“c—mณ kn-aut-sei=ด“c kn-aut-mei=—mณ aut-affil-num=1 ORCID= en-aut-name=SaitoAkihito en-aut-sei=Saito en-aut-mei=Akihito kn-aut-name=โV“กบl kn-aut-sei=โV“ก kn-aut-mei=บl aut-affil-num=2 ORCID= en-aut-name=TakaiMomoko en-aut-sei=Takai en-aut-mei=Momoko kn-aut-name=‚ˆไ“Žq kn-aut-sei=‚ˆไ kn-aut-mei=“Žq aut-affil-num=3 ORCID= en-aut-name=KuwaharaShigefumi en-aut-sei=Kuwahara en-aut-mei=Shigefumi kn-aut-name=ŒKŒดd•ถ kn-aut-sei=ŒKŒด kn-aut-mei=d•ถ aut-affil-num=4 ORCID= affil-num=1 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil=‰ชŽR‘ๅŠw‘ๅŠw‰@@Šย‹ซถ–ฝ‰ศŠwŒค‹†‰ศ affil-num=2 en-affil=Graduate School of Agricultural Science, Tohoku University kn-affil=“Œ–k‘ๅŠw‘ๅŠw”_ŠwŒค‹†‰ศ affil-num=3 en-affil=Graduate School of Agricultural Science, Tohoku University kn-affil=“Œ–k‘ๅŠw‘ๅŠw”_ŠwŒค‹†‰ศ affil-num=4 en-affil=Graduate School of Agricultural Science, Tohoku University kn-affil=“Œ–k‘ๅŠw‘ๅŠw”_ŠwŒค‹†‰ศ en-keyword=ancistrocladinium A and B kn-keyword=ancistrocladinium A and B en-keyword=synthetic studies kn-keyword=synthetic studies en-keyword=leishmania, Ancistrocladus kn-keyword=leishmania, Ancistrocladus en-keyword=isoquinoline kn-keyword=isoquinoline END start-ver=1.4 cd-journal=joma no-vol=7 cd-vols= no-issue=1 article-no= start-page=8239 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2017 dt-pub=201708 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Synthesis of Sulfo-Sialic Acid Analogues: Potent Neuraminidase Inhibitors in Regards to Anomeric Functionality en-subtitle= kn-subtitle= en-abstract= kn-abstract= The design, synthesis and application of N-acetylneuraminic acid-derived compounds bearing anomeric sulfo functional groups are described. These novel compounds, which we refer to as sulfo-sialic acid analogues, include 2-decarboxy-2-deoxy-2-sulfo-N-acetylneuraminic acid and its 4-deoxy-3,4-dehydrogenated pseudoglycal. While 2-decarboxy-2-deoxy-2-sulfo-N-acetylneuraminic acid contains no further modifications of the 2-deoxy-pyranose ring, it is still a more potent inhibitor of avian-origin H5N1 neuraminidase (NA) and drug-resistant His275Tyr NA as compared to the oxocarbenium ion transition state analogue 2,3-dehydro-2-deoxy-N-acetylneuraminic acid. The sulfo-sialic acid analogues described in this report are also more potent inhibitors of influenza NA (up to 40-fold) and bacterial NA (up to 8.5-fold) relative to the corresponding anomeric phosphonic acids. These results confirm that this novel anomeric sulfo modification offers great potential to improve the potency of next-generation NA inhibitors including covalent inhibitors. en-copyright= kn-copyright= en-aut-name=VavrickChristopher J. en-aut-sei=Vavrick en-aut-mei=Christopher J. kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=MutoChiaki en-aut-sei=Muto en-aut-mei=Chiaki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=HasunumaTomohisa en-aut-sei=Hasunuma en-aut-mei=Tomohisa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=KimuraYoshinobu en-aut-sei=Kimura en-aut-mei=Yoshinobu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=ArakiMichihiro en-aut-sei=Araki en-aut-mei=Michihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=WuYan en-aut-sei=Wu en-aut-mei=Yan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=GaoGeorge F. en-aut-sei=Gao en-aut-mei=George F. kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=OhruiHiroshi en-aut-sei=Ohrui en-aut-mei=Hiroshi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=IzumiMinoru en-aut-sei=Izumi en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= affil-num=1 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=2 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=3 en-affil=Graduate School of Science, Technology and Innovation, Kobe University kn-affil= affil-num=4 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=5 en-affil=Graduate School of Science, Technology and Innovation, Kobe University kn-affil= affil-num=6 en-affil=CAS Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences kn-affil= affil-num=7 en-affil=CAS Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences kn-affil= affil-num=8 en-affil=Yokohama College of Pharmacy kn-affil= affil-num=9 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=10 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= END start-ver=1.4 cd-journal=joma no-vol=7 cd-vols= no-issue=1 article-no= start-page=8239 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2017 dt-pub=201708 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Synthesis of Sulfo-Sialic Acid Analogues: Potent Neuraminidase Inhibitors in Regards to Anomeric Functionality en-subtitle= kn-subtitle= en-abstract= kn-abstract= The design, synthesis and application of N-acetylneuraminic acid-derived compounds bearing anomeric sulfo functional groups are described. These novel compounds, which we refer to as sulfo-sialic acid analogues, include 2-decarboxy-2-deoxy-2-sulfo-N-acetylneuraminic acid and its 4-deoxy-3,4-dehydrogenated pseudoglycal. While 2-decarboxy-2-deoxy-2-sulfo-N-acetylneuraminic acid contains no further modifications of the 2-deoxy-pyranose ring, it is still a more potent inhibitor of avian-origin H5N1 neuraminidase (NA) and drug-resistant His275Tyr NA as compared to the oxocarbenium ion transition state analogue 2,3-dehydro-2-deoxy-N-acetylneuraminic acid. The sulfo-sialic acid analogues described in this report are also more potent inhibitors of influenza NA (up to 40-fold) and bacterial NA (up to 8.5-fold) relative to the corresponding anomeric phosphonic acids. These results confirm that this novel anomeric sulfo modification offers great potential to improve the potency of next-generation NA inhibitors including covalent inhibitors. en-copyright= kn-copyright= en-aut-name=VavrickaChristopher J. en-aut-sei=Vavricka en-aut-mei=Christopher J. kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=MutoChiaki en-aut-sei=Muto en-aut-mei=Chiaki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=HasunumaTomohisa en-aut-sei=Hasunuma en-aut-mei=Tomohisa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=KimuraYoshinobu en-aut-sei=Kimura en-aut-mei=Yoshinobu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=ArakiMichihiro en-aut-sei=Araki en-aut-mei=Michihiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=WuYan en-aut-sei=Wu en-aut-mei=Yan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=GaoGeorge F. en-aut-sei=Gao en-aut-mei=George F. kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=OhruiHiroshi en-aut-sei=Ohrui en-aut-mei=Hiroshi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=IzumiMinoru en-aut-sei=Izumi en-aut-mei=Minoru kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= affil-num=1 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=2 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=3 en-affil=Graduate School of Science, Technology and Innovation, Kobe University kn-affil= affil-num=4 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=5 en-affil=Graduate School of Science, Technology and Innovation, Kobe University kn-affil= affil-num=6 en-affil=CAS Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences kn-affil= affil-num=7 en-affil=CAS Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences kn-affil= affil-num=8 en-affil=Yokohama College of Pharmacy kn-affil= affil-num=9 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= affil-num=10 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= en-keyword=Antiviral agents kn-keyword=Antiviral agents en-keyword=Drug discovery and development kn-keyword=Drug discovery and development en-keyword=Glycosides kn-keyword=Glycosides END start-ver=1.4 cd-journal=joma no-vol=106 cd-vols= no-issue= article-no= start-page=33 end-page=38 dt-received= dt-revised= dt-accepted= dt-pub-year=2017 dt-pub=20170201 dt-online= en-article= kn-article= en-subject= kn-subject= en-title=Enzyme-catalyzed synthesis and odor evaluation of both enantiomers of perfume compounds kn-title=y‘fG”}”ฝ‰ž‚๐Œฎ‚ฦ‚ท‚้Œ๕ŠwŠˆซ‚ศ‹C•จŽฟ—ผ‹พ‘œ‘ฬ‚ฬ‡ฌ‚ฦ‹C•]‰ฟ en-subtitle= kn-subtitle= en-abstract= kn-abstract=Synthesis of both enantiomers of some perfume compounds, and their difference in aroma characteristics are described. Enantiomeric pairs of methyl jasmonate and its 4,5-didehydro congener, principal components of jasmin absolute, were prepared from the corresponding commercially available racemates using lipase-catalyzed optical resolution. The E-value for the reaction is as high as 370. The nature-identical isomers produced superior aroma activity relative to unnatural ones. Racemic lavandulol from a commercial source, was also resolved using several enzymatic transesterifications followed by hydrolysis with PPL. Odor evaluation revealed that the nature-identical isomer should play a key role in lavender oil. Cis-ƒฟ-irone and cis-ƒม-irone, used as important violet components for perfumery, were synthesized in optically active forms through fractional crystallization of the diastereomeric salts with ƒฟ-phenethylamine. The nature-identical irones also had better floral characteristics like ionone. en-copyright= kn-copyright= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name=ด“c—mณ kn-aut-sei=ด“c kn-aut-mei=—mณ aut-affil-num=1 ORCID= affil-num=1 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil=‰ชŽR‘ๅŠw‘ๅŠw‰@Šย‹ซถ–ฝ‰ศŠwŒค‹†‰ศ en-keyword=flavor and fragrance kn-keyword=flavor and fragrance en-keyword=enantiomers kn-keyword=enantiomers en-keyword=synthesis kn-keyword=synthesis en-keyword=methyl jasmonate kn-keyword=methyl jasmonate en-keyword=lavandulol kn-keyword=lavandulol en-keyword=irone kn-keyword=irone END start-ver=1.4 cd-journal=joma no-vol=98 cd-vols= no-issue=5 article-no= start-page=691 end-page=698 dt-received= dt-revised= dt-accepted= dt-pub-year=2015 dt-pub=20150526 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=New Limonoids from the Seeds of Xylocarpus granatum en-subtitle= kn-subtitle= en-abstract= kn-abstract=Three novel limonoids, 2,3-dideacetylxyloccensin S (1), 30-deacetylxyloccensin W (2), and 7-hydroxy-21ƒภ-methoxy-3-oxo-24,25,26,27-tetranortirucalla-1,14-diene-23(21)-lactone (3), were isolated from the seeds of the Chinese mangrove, Xylocarpus granatum. The structures were elucidated on the basis of 1D- and 2D-NMR (including 1H- and 13C-NMR, DEPT, 1H,1H-COSY, HSQC, HMBC, and NOESY) data and confirmed by HR-MS. en-copyright= kn-copyright= en-aut-name=WuYi-Bing en-aut-sei=Wu en-aut-mei=Yi-Bing kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=LiuDan en-aut-sei=Liu en-aut-mei=Dan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=LiuPei-Yu en-aut-sei=Liu en-aut-mei=Pei-Yu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=YangXue-Mei en-aut-sei=Yang en-aut-mei=Xue-Mei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=LiaoMan en-aut-sei=Liao en-aut-mei=Man kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=LuNan-Nan en-aut-sei=Lu en-aut-mei=Nan-Nan kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=SauriolFran?oise en-aut-sei=Sauriol en-aut-mei=Fran?oise kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=GuYu-Cheng en-aut-sei=Gu en-aut-mei=Yu-Cheng kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=ShiQing-Wen en-aut-sei=Shi en-aut-mei=Qing-Wen kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=KiyotaHiromasa en-aut-sei=Kiyota en-aut-mei=Hiromasa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= en-aut-name=DongMei en-aut-sei=Dong en-aut-mei=Mei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=11 ORCID= affil-num=1 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=2 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=3 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=4 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=5 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=6 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=7 en-affil= kn-affil=Department of Chemistry, Queen?s University affil-num=8 en-affil= kn-affil=Syngenta Jealott?s Hill International Research Centre affil-num=9 en-affil= kn-affil=School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University affil-num=10 en-affil= kn-affil=Graduate School of Environmental and Life Science, Okayama University affil-num=11 en-affil= kn-affil=Hebei Key Laboratory of Forensic Medicine, Hebei Medical University END