北里大学薬学部 生薬学教室 ホームページ

研究成果

2021
Preparation of Tenuifolin from Polygala senega L. Root Using a Hydrolytic Continuous Flow System under High-Temperature, High-Pressure Conditions
Tatsuya Shirahata, Rintaro Miyaishi, Tatsuki Kitazoe, Masaya Saito, Yuki Taneoka, Shuhei Hidaka, Masaki Yokoyama, Takayori Tojima, Tatsuya Katsumi, Nozomu Hirata, Takashi Nishino, Eisuke Kaji, Haruki Yamada, Takayuki Nagai, Hiroaki Kiyohara, Shunsuke Nakamori, Naruki Konishi, and Yoshinori Kobayashi
J. Org. Chem.  (2021), 86(16), 16268-16277. ,https://doi.org/10.1021/acs.joc.1c01125

Efficient synthesis of diverse C-3 monodesmosidic saponins by a continuous microfluidic glycosylation/batch deprotection method
Naruki Konishi, Tatsuya Shirahata, Yuki Yoshida, Noriko Sato, Eisuke Kaji, Yoshinori Kobayashi
Carbohydrate Research 108437-108437 (2021)

Metabolic fingerprinting for discrimination of DNA-authenticated Atractylodes plants using 1H NMR spectroscopy.
Shirahata T, Ishikawa H, Kudo T, Takada Y, Hoshino A, Taga Y, Minakuchi Y, Hasegawa T, Horiguchi R, Hirayama T, Konishi T, Takemoto H, Sato N, Kobayashi Y
Journal of natural medicines 75, 475–488 (2021)

Unified enantioselective total synthesis of 3,6-dioxygenated diketopiperazine natural products, diatretol and lepistamides A, B and C
Takahashi, S., Kimishima, A., Hirose, T., Yamada, T., Sugawara, A., Shirahata, T., Noguchi, Y., Iwatsuki, M., Hokari, R., Ishiyama, A., Kobayashi, Y., Sunazuka, T.
Tetrahedron Letters 67 152895-152895 (2021)

2020
Quality evaluation and characterization of fractions with biological activity from ephedra herb extract and ephedrine alkaloids-free ephedra herb extract
Yoshimura M, Amakura Y, Hyuga S, Hyuga M, Nakamori S, Maruyama T, Oshima N, Uchiyama N, Yang J, Oka H, Ito H, Kobayashi Y, Odaguchi H, Hakamatsuka T, Hanawa T, Goda Y
Chem Pharm Bull 68(2) 140-149(2020)

2019    
麻黄の副作用とエフェドリンアルカロイド除去麻黄エキス(EFE)の安全性
小田口 浩, 日向須美子, 関根麻理子, 中森俊輔, 竹元裕明, 黄 雪丹, 大嶋直浩, 嶋田典基, 楊 金緯, 天倉吉章, 日向昌司, 内山奈穂子, 小林義典, 袴塚高志, 合田幸広, 花輪壽彦
薬学雑誌 139(11) 1417-1425 (2019)

Analgesic effects of ephedra herb extract, ephedrine alkaloids–free ephedra herb extract, ephedrine, and pseudoephedrine on formalin-induced pain
Nakamori S, Takahashi J, Hyuga S, Yang J, Takemoto H, Maruyama T, Oshima N, Uchiyama N, Amakura Y, Hyuga M, Hakamatsuka T, Goda Y, Odaguchi H, Hanawa T, Kobayashi Y
Biol Pham Bull 42(9) 1538-1544 (2019)
 
Oleanolic acid-3-(1′2′orthoacetate-glucoside)-28-glucoside alleviates methylmercury toxicity in vitro and in vivo
Nakamura R, Shirahata T, Katsumi T, Konishi N, Takanezawa Y, Ohshiro Y, Uraguchi S, Kobayashi Y, Kiyono M
BPB Reports 2(4) 56-60 (2019)
    
Oleanolic acid 3-glucoside, a synthetic oleanane-type saponin,
alleviates methylmercury toxicity in vitro and in vivo.
Nakamura R, Shirahata T, Konishi N, Takanezawa Y, Sone Y, Uraguchi S, Kobayashi Y, Kiyono M
Toxicology 417 15-22 (2019)

2018    
冷え症に有効な生薬の薬理作用
小林義典
漢方と最新治療 27(14) (2018)
    
A Double-Blind, Randomized, Crossover Comparative Study for Evaluating the Clinical Safety of Ephedrine Alkaloids-Free Ephedra Herb Extract (EFE).
Odaguchi H, Sekine M, Hyuga S, Hanawa T, Hoshi K, Sasaki Y, Aso M, Yang J, Hyuga M, Kobayashi Y, Hakamatsuka T, Goda Y, Kumagai Y
Evid Based Complement Alternat Med (2018)    

サジオモダカAlisma orientaleの栽培に関する研究(第3報)西表島における水田栽培について
福田達男, 渡辺 信, 河野徳昭, 白畑辰弥, 石川 寛, 熊谷健夫, 菱田敦之, 小林義典, 川原信夫
生薬学雑誌 72(1) 8-14 (2018)      

サジオモダカAlisma orientaleの栽培に関する研究(第2報)高温期における播種・育苗と定植後の生育特性と塊茎肥大
福田達男, 白畑辰弥, 石川 寛, 小林義典
生薬学雑誌 72(1) 1-7 (2018)    

Ephedrine alkaloids-free Ephedra Herb extract, EFE, has no adverse effects such as excitation, insomnia, and arrhythmias
竹元裕明, 高橋 純, 日向須美子, 小田口 浩, 内山奈穂子, 丸山卓郎, 山下忠俊, 日向昌司, 大嶋直浩, 天倉吉章, 袴塚高志, 合田幸広, 花輪壽彦, 小林義典
Biol. Pharm. Bull 41 247-253 (2018)

2017  
Phellilane L, Sesquiterpene Metabolite of Phellinus linteus: Isolation, Structure Elucidation, and Asymmetric Total Synthesis.
Ota K, Yamazaki I, Saigoku T, Fukui M, Miyata T, Kamaike K, Shirahata T, Mizuno F, Asada Y, Hirotani M, Ino C, Yoshikawa T, Kobayashi Y, Miyaoka H
J Org Chem. 82(23) 12377-12385 (2017)

Inhibition of UDP-glucuronosyltransferase (UGT)-mediated glycyrrhetinic acid 3-O-glucuronidation by polyphenols and triterpenoids
Mayuko Koyama, Tatsuya Shirahata, Rika Hirashima, Yoshinori Kobayashi, Tomoo Itoh, Ryoichi Fujiwara
DRUG METABOLISM AND PHARMACOKINETICS 32(4) (2017)
    
ブレンド茶の原材料と漢方薬の関連性について
三澤 心, 坂田幸治, 緒方千秋, 小林義典, 小田口 浩, 花輪壽彦
漢方の臨床 64(1) 13-25 (2017)
 
Synthesis of Bisdesmosidic Oleanolic Acid Saponins via a Glycosylation-Deprotection Sequence under Continuous Microfluidic/Batch Conditions
Naruki Konishi, Tatsuya Shirahata, Masaki Yokoyama, Tatsuya Katsumi, Yoshikazu Ito, Nozomu Hirata, Takashi Nishino, Kazuishi Makino, Noriko Sato, Takayuki Nagai, Hiroaki Kiyohara, Haruki Yamada, Eisuke Kaji, Yoshinori Kobayashi
J. Org. Chem. 82(13) 6703-6719 (2017)
 
Two flavone C-glycosides as quality control markers for the manufacturing process of ephedrine alkaloids-free Ephedra Herb extract (EFE) as a crude drug preparation.
大嶋直浩, 丸山卓郎, 山下忠俊, 内山奈穂子, 天倉吉章, 日向須美子, 日向昌司, 中森俊輔, 竹元裕明, 小林義典, 袴塚高志, 小田口 浩, 花輪壽彦, 合田幸広
J. Nat. Med. 72 73-79 (2017)
 
Kososan, a Kampo medicine, prevents a social avoidance behavior and attenuates neuroinflammation in socially defeated mice
伊藤直樹, 廣瀬栄治, 石田達哉, 堀 厚, 永井隆之, 小林義典, 清原寛章, 及川哲郎, 花輪壽彦, 小田口 浩
J Neuroinflammation 14 98 (2017)
    
Syntheses and mucosal adjuvant activity of simplified oleanolic acid saponins possessing cinnamoyl ester.
Shirahata T, Nagai T, Hirata N, Yokoyama M, Katsumi T, Konishi N, Nishino T, Makino K, Yamada H, Kaji E, Kiyohara H, Kobayashi Y
Bioorg Med Chem. 25(6) 1747-1755 (2017)

Analgesic Effects and Side Effects of Ephedra Herb Extract and Ephedrine Alkaloids-free Ephedra Herb Extract.
小林義典
薬学雑誌 137(2) 187-194 (2017)

Ephedra Herb extract activates/desensitizes transient receptor potential vanilloid 1 and reduces capsaicin-induced pain.
Nakamori S, Takahashi J, Hyuga S, Tanaka-Kagawa T, Jinno H, Hyuga M, Hakamatsuka T, Odaguchi H, Goda Y, Hanawa T, Kobayashi Y
J Nat Med. 71(1) 105-113 (2017)

2016
Induction of the UDP-Glucuronosyltransferase 1A1 during the Perinatal Period Can Cause Neurodevelopmental Toxicity.
Hirashima R, Michimae H, Takemoto H, Sasaki A, Kobayashi Y, Itoh T, Tukey RH, Fujiwara R
Mol Pharmacol 90(3) 265-74 (2016)

The Effects of Bairesi Complex Prescription (a Uyghur Medicine Prescription) and Its Five Crude Herbal Extracts on Melanogenesis in G-361 Cells.
Huang X, Ishikawa M, Mansur A, Emet A, Nasir E, Semet R, Kobayashi Y.
Evid Based Complement Alternat Med. 2016;2016:8415359. doi: 10.1155/2016/8415359. [PubMed]

Kampo Medicine in the New Model Core Curriculum of Pharmaceutical Education.
Kobayashi Y.
Yakugaku Zasshi. 2016;136(3):423-32. [doi: 10.1248/yakushi.15-00232-5]

Approach to the Education of Kampo Medicine by Pharmacognosy Faculty.
Mimaki Y, Kobayashi Y, Makino T.
Yakugaku Zasshi. 2016;136(3):397-8.[doi: 10.1248/yakushi.15-00232-F]

Oral L-citrulline supplementation enhances cycling time trial performance in healthy trained men: Double-blind randomized placebo-controlled 2-way crossover study.
Suzuki T, Morita M, Kobayashi Y, Kamimura A.
J Int Soc Sports Nutr. 2016 Feb 19;13:6. [doi: 10.1186/s12970-016-0117-z]

Iminimycin A, the new iminium metabolite produced by Streptomyces griseus OS-3601.
Nakashima T, Miyano R, Iwatsuki M, Shirahata T, Kimura T, Asami Y, Kobayashi Y, Shiomi K, Petersson GA, Takahashi Y, Ōmura S.
J Antibiot . 2016 Jan 13.[doi: 10.1038/ja.2015.142]

2015
Visualization for Traditional Quality Management Techniques--Characterization Method for Spikenard of INUBUSHI SEIYAKU Established in the Edo Period.
Ito K, Inubushi S, Moriwaki T, Matsunaga K, Takahashi K, Ueda T, Hashizume S, Takemoto H, Kobayashi Y, Ota T, Nakamura S, Matsuda H.
Yakushigaku Zasshi. 2015;50(1):89-93. [ci.nii.]


Effects of evodiamine, a major alkaloid of Goshuyu (Evodia Fruits), on TRPV1.
Kobayashi Y.
Nihon Yakurigaku Zasshi. 2015 Sep;146(3):135-9. [doi: 10.1254/fpj.146.135]

Anti-​mercury agent [Machine Translation]
Kiyono M, Kobayashi Y, Shirahata T, Nakamura R.
JP 2015134735 A

Asymmetric Total Synthesis of Indole Alkaloids Containing an Indoline Spiroaminal Framework.
Yamada T, Ideguchi-Matsushita T, Hirose T, Shirahata T, Hokari R, Ishiyama A, Iwatsuki M,, Sugawara A, Kobayashi Y, Otoguro K, Ōmura S, Sunazuka T.
Chemistry - A European Journal 2015; 21(33):11855-11864.[PubMed]

Inhalation Administration of the Sesquiterpenoid Aristolen-1(10)-en-9-ol from Nardostachys chinensis Has a Sedative Effect via the GABAergic System
Takemoto H, Ito M, Asada Y, Kobayashi Y.
Planta. Med. 2015; 81(5):343-347. [PubMed]

2014
Oral hygiene compositions containing rhein, aloe emodin, or glycosides thereof and antibacterial agents for Porphyromonas gingivalis
Kobayashi Y, Huang X, Shirahata T
JP 2014047157 A

Effects of L-citrulline diet on stress-induced cold hypersensitivity in mice
Kobayashi Y, Narita K, Chiba K, Takemoto H, Morita M, Morishita K.
Phcog. Res. 2014; 6(4):297-302. [PubMed]

Inhalation administration of valerena-4,7(11)-diene from Nardostachys chinensis roots ameliorates restraint stress-induced changes in murine behavior and stress-related factors.
Takemoto H, Omameuda Y, Ito M, Fukuda T, Kaneko S, Akaike A, Kobayashi Y.
Biol. Pharm. Bull. 2014; 37(6):1050-1055.[PubMed]

Cytotoxic activity of two natural sesquiterpene lactones, isobutyroylplenolin and arnicolide D, on human colon cancer cell line HT-29.
Huang X, Awano Y, Maeda E, Asada Y, Takemoto H, Watanabe T, Kojima-Yuasa A, Kobayashi Y.
Nat. Prod. Res. 2014; 28(12):914-6. [PubMed]

2013
Aogacillins A and B produced by Simplicillium sp. FKI-5985: new circumventors of arbekacin resistance in MRSA.
Takata K, Iwatsuki M, Yamamoto T, Shirahata T, Nonaka K, Masuma R, Hayakawa Y, Hanaki H, Kobayashi Y, Petersson GA, Ōmura S, Shiomi K.
Org. Lett. 2013;15(18):4678-4681. [PubMed]

Asymmetric Total Synthesis of Neoxaline.
Ideguchi T, Yamada T, Shirahata T, Hirose T, Sugawara A, Kobayashi Y, Ōmura S, Sunazuka T.
J. Am. Chem. Soc. 2013;135(34):12568-12571.[PubMed]

Chemical analysis of the volatile and polyphenolic components of the leaves and stems of German chamomile, and the comparison with flower heads components
Kobayashi Y, Takemoto H, Asaka Y, Fu Z, Takane T, Kitajo H.
Aroma Research. 2013;14(2):155-159. [CiNii]

2012
The sedative effects of volatilized essential oil from the Evodia fruit
Kobayashi Y, Takemoto H, Sugata K, Fu Z, Adada Y.
Aroma Research. 2012;13(2):153-159. [CiNii]

2011
Sequential one-pot glycosylation with glycosyl N-trichloroacetylcarbamate and trichloroacetate including dehydrative approach using 1-hydroxy sugars.
Shirahata T, Kojima A, Teruya S, Matsuo J-ichi, Yokoyama M, Unagiike S, Sunazuka T, Makino K, Kaji E, Ōmura S, Kobayashi Y.
Tetrahedron. 2011;67(35):6482-6496.[doi:10.1016/j.tet.2011.06.006]

Biological activity of medicinal herb ingredients which act on capsaicin receptor.
Kobayashi Y.
Aromatopia. 2011;10728-32.[CiNii]


2010以前
Improved catalytic and stereoselective glycosylation with glycosyl N-trichloroacetyl-carbamate: application to various 1-hydroxy sugars
Shirahata T, Matsuo J, Teruya S, D, Akimoto N, Kurimoto T, Kaji E, Sunazuka T, Ōmura S  Carbohydrate Research 345(6):740-749 2010

Oral adjuvant activity for nasal influenza vaccines causes by combination of two trihydroxy fatty acid stereoisomers from the tuber of Pinellia ternata
Nagai T, Shimizu Y, Shirahata T, Sunazuka T, Kiyohara H, Ōmura S, Yamada H  International Immunopharmacology 10:665-661 2010

Evaluation of volatile components from spikenard: valerena-4,7(11)-diene is a highly active sedative compound.
Takemoto H, Yagura T, Ito M
Journal of Natural Medicines 63(4):380-5 2009

Anti-obesity effect of Blumea balsamifera extract in 3T3-L1 preadipocytes and adipocytes
Kubota H, Morii R, Kojima–Yuasa A, Huang X, Norikura T, Rho S and Matsui–Yuasa I, 
The American Journal of Chinese Medicine 37(5):843-854 2009

Evodiamine Improves Diet-Induced Obesity in a Uncoupling Protein-1-Independent Manner: Involvement of Antiadipogenic Mechanism and Extracellularly Regulated Kinase/Mitogen-Activated Protein Kinase Signaling
Wang T, Wang Y, Kontani Y, Kobayashi Y, Sato Y, Mori N, and Yamashita H
Endocrinology 149:358-366 2008

Sedative effect of vapor inhalation of agarwood oil and spikenard extract and identification of their active components.
Takemoto H, Ito M, Shiraki T, Yagura T, Honda G 
Journal of Natural Medicines 62:41-46 2008

Acceleration of Gastrointestinal Tract Content Transfer and Inhibition of α-Glycosidases by an Edible Chrysanthemum Flower “Kakinomoto”, a traditional Vegetable of Niigata 
Kobayashi Y, Hasegawa R, Isogawa M JOURNAL OF JAPANESE SOCIETY OF NUTRITION AND FOOD SCIENCE 61(6):265-271 2008

Suppression of sensory irritation by bisabololoxide A, an major component of German chamomile essential oil, and its comparison with (-)-α-bisabolol.
Kobayashi Y.
AROMA RESEARCH 34(9): 107-112 2008.

Pokeweed antiviral protein region Gly209-Lys225 is critical for RNA N-glycosidase activity of the prokaryotic ribosome
Nagasawa Y, Fujii K, Yoshikawa T, Kobayashi Y, Kondo T
PHYTOCHEMISTRY 69(8):1653-60 2008

Anti-inflammatory and anti-pruritic effects of German chamomile
Kobayashi Y.
Aromatopia 83:10-14 2007

Suppression of sensory irritation by chamomile essential oil and its active component - bisabololoxide A
Kobayashi Y, Suzuki A, Kobayashi A, Kasai A, Ogata Y, Kumada Y, Takahashi R, Ogino F.
Acta Horticulturae 749:163-174 2007

Purification and characterization of UDP-glucose : curcumin glucoside 1,6-glucosyltransferase from Catharanthus roseus cell suspension cultures
Oguchi Y,Masada S,Kondo T,Terasaka K,Mizukami H
Plant Cell Physiol 48:1635-43 2007

DNA authentication of Plantago Herb based on nucleotide sequences of 18S-28S rRNA internal transcribed spacer region
Sahin FP,Yamashita H,Guo Y,Terasaka K,Kondo T,Yamamoto Y,Shimada H,Fujita M,Kawasaki T,Sakai E,Tanaka T,Goda Y, Mizukami H 
Biol Pharm Bull 30:1265-70 2007

目で見るバイオ-呉茱萸アルカロイド「エボジアミン」の冷え性改善・肥満防止作用
小林義典 
バイオサイエンスとバイオインダストリー 65:9-10 2007.

呉茱萸アルカロイドのバニロイド受容体刺激作用
小林義典
バイオサイエンスとバイオインダストリー 65:18-21 2007.

Potential contribution of vasoconstriction to suppression of heat loss and homeothermic regulation in UCP1-deficient mice.
Wang Y, Kimura K, Inokuma K, Saito M, Kontani Y, Kobayashi Y, Mori N, Yamashita H.
Pflugers Arch. 452(3):363-9 2006.6