2022
Total syntheses of furopyridones CJ-16,170 and 2-epi-CJ-16,169.
Lee, D.; Tokizaki, T.; Arima, S.; Nagamitsu, T. Tetrahedron Letters 2022, accepted.
Comprehensive studies on the synthetic organic chemistry of unique bioactive natural products; total synthesis, drug discovery and development of new reaction.
Ohtawa, M. Yakugakuzasshi 2022, 142, 1067-1075.
–Review for award–
Concise syntheses of (–)-11-O-debenzoytashironin and (–)-bilobalide.
Ohtawa, M.; Shenvi, R. A. J. Synth. Org. Chem. Jpn. 2022, 80, 766-777.
Synthesis and evaluation of habiterpenol analogs.
Konya, M.; Arima, S.; Lee, D.; Ohtawa M.; Shimoyama, K.; Fukuda, T.; Uchida, R.; Tomoda, H.; Yamaotsu, N.; Tanaka, N.; Nagamitsu T. Chemical and
Pharmaceutical Bulltin 2022, 70, 261-268.
2021
Mixture of clopidogrel bisulfate and magnesium oxide tablets reduces clopidgrel dose administered through a feeding tube.
Aoki, M.; Naya, M.; Arima, S.; Shinohara, K,; Shibuya,
K,; Ohtawa M.; Nagamitsu, T.; Otori, K. Journal of Pharmaceutical Health and Care Sciences 2021, 7, 18-25.
One-Pot γ-Lactonization of Homopropargyl Alcohols via Intramolecular Ketene Trapping.
Yamane, D.; Tanaka, H.; Hirata, A.; Tamura, Y.; Takahashi, D.; Takahashi, Y.; Nagamitsu, T.; Ohtawa M. Organic Letters 2021, 23, 2831-2835.
Pharmacological depletion of retinal neurons prevents vertical angiogenic sprouting without affecting the superficial vascular plexus.
Morita, A.; Yoshizumi, M.; Arima, S.; Mori, A.; Sakamoto, K.; Nagamitsu T.; Nakahara, T.
Developmental Dynamics 250(4), 497-512, 2021.
2020
Synthetic and mechanistic interrogation of Ginkgo biloba chemichal space en route to (–)-bilobalide.
Demoret. R. M.; Baker, M. A.; Ohtawa M.; Chen,
S.; Lam, C-C.; Foril, S.; Houk, K, N.; Shenvi, R. A. Journal of the American Chemical Society 2020, 142, 18599-18618.
Press release from Scripps Research Institute.
Synthesis and Absolute Configuration of Habiterpenol.
Konya, M.; Shimoyama, K.; Arima, S.; Fukuda, T.; Uchida, R.; Tomoda, H.; Nagamitsu, T.
Organic Letters, 22,
5131-5134, 2020.
Repair of DNA damage induced by the novel nucleoside analogue CNDAG through homologous recombination.
Liu X.; Jiang, Y.; Nowak, B.; Ichikawa, S.; Ohtawa, M.; Matsuda, A.; Plunkett, W. Cancer Chemother. Pharmacol. 85, 661-672, 2020.
Abnormal vascular phenotypes associated with the timing of interruption of retinal vascular development in rats.
Kondo, R.; Nakano, A.; Asano, D.; Morita, A.; Arima, S.; Mori, A.; Sakamoto, K.; Nagamitsu, T.; Nakahara, T. Biological & Pharmaceutical Bulletin 43(5), 859-863, 2020.
Changes in components of the neurovascular unit in the retina in a rat model of retinopathy of
prematurity
Nakano, A.; Kondo, R.; Kaneko, Y.; Arima S.; Asano, D.; Morita, A.; Sakamoto, K.; Nagamitsu T.; Nakahara, T. Cell and Tissue Research, 379(3), 473-486, 2020.
The process of revascularization in the neonatal mouse retina following short-term blockade of vascular endothelial growth factor receptors.
Morita, A.; Goko, T.; Matsumura, M.; Asaso, D.; Arima S.; Mori, A.; Sakamoto, K.; Nagamitsu T.; Nakahara, T. Cell and tissue research 382(3), 529-549, 2020.
2019
An unusual extender unit in incorporates into the modular polyketide synthase of scopranones biosynthesis.
Demachi, A.; Uchida, R.; Arima, S.; Nagamitsu, T.; Hashimoto, J.; Komatsu, M.; Kozoe, I.; Shin-ya, K.;
Tomoda, H.; Ikeda, H. Biochemistry 58, 5066-5073, 2019.
Concise asymmetric synthesis of (–)-bilobalide.
Baker, M. A.; Demoret. R. M.; Ohtawa M.; Shenvi, R. A. Nature, 575, 643-646, 2019. <ChemRxiv Preprint>
Highlighted in Synfacts. / Highlighted in Org. Chem.
Highlights.
Press release from Scripps Research Institute.
Total synthesis and absolute configuration of simpotentin, a potentiator of amphotericin B activity.
Ohtawa M.; Shimizu, E.;
Saito, A.; Sakamoto, S.; Waki, A.; Kondo, A.; Yagi, A.; Uchida, R.; Tomoda, H.; Nagamitsu T. Organic Letters, 21, 5596-5599, 2019.
Attenuation of retinal endothelial vasodilator function in a rat model of retinopathy of
prematurity.
Nakano, A.; Mori, A.; Arima
S.; Asano, D.; Morita, A.; Sakamoto, K.; Nagamitsu T.; Nakahara, T. Current Eye Research, 44,
1360-1368, 2019.
Structure-activity relationship studies of atpenin A5 analogs with chemical modification of the side chain moiety.
Ohtawa M.; Yano, K.; Miyao, A.; Hiura, T.; Sugiyama, K.; Arima S.; Kita, K.; Omura, S.; Nagamitsu T. Tetrahedron Letters, 60, 1037-1042, 2019.
Total synthesis of 4-epi-atpenin A5 as a potent nematode complex II inhibitor.
Lee, D.; Kondo, H.; Kuwayama, Y.; Takahashi, K.; Arima S.; Omura, S.; Ohtawa M.; Nagamitsu T. Tetrahedron, 75, 3178-3185, 2019.
–Special issue in honor of Ryan Shenvi's receipt of the 2019 Tetrahedron Young Investigator Award–
2018
Pharmacological characterization of the neurotrophic sesquiterpene jiadifenolide reveals a non-convulsant signature and potential for progression in neurodegenerative disease studies.
Witkin J. M.; Shenvi, R. A.; Li X.; Gleason, S. D.; Weiss J.; Morrow D.; Gatow J. T.; Wakulchik M.; Ohtawa M.; Lu H-H.; Martinez, M. D.; Schkeryantz J. M.; Garpenter T. S.; Cerne R Biochemical Pharmacology, 155, 61-70, 2018
Transient Phenotypic Changes in Endothelial Cells and Pericytes in Neonatal Mouse Retina Following Short-term Blockade of Vascular Endothelial Growth Factor Receptors.
Morita A.; Mori A.; Arima S.; Sakamoto K.; Nagamitsu T.; Ishii K.; Nakahara T. Developmental Dynamics, 247, 699-711, 2018.
Establishment of an abnormal vascular patterning model in the mouse retina.
Morita A.; Sawada S; Mori A.; Arima S.; Sakamoto K.; Nagamitsu T.; Nakahara T. Journal of Pharmacological Sciences, 136, 177-188, 2018.
Design and synthesis of A-ring simplified Pyripyropene A analogs as potent and selective synthetic SOAT2 inhibitors.
Ohtawa M.; Arima S.; Ichida N.; Terayama T; Ohno H.; Yamazaki T.; Ohshiro T.; Sato N.; Omura S.; Tomoda H.; Nagamitsu T. ChemMedChem, 13, 411-421, 2018.
This paper was chosen as the front cover.
2017
オキシピリジン化合物及びアトペニン類縁体の製造方法
長光亨、大多和正樹. 特願2017-233415
Scopranones with the two atypical scoop-like moieties produced by Streptomyces sp. BYK-11038.
Uchida R.; Lee D.; Suwa I.; Ohtawa M.; Watanabe N.; Demachi A.; Ohte S.; Katagiri T.; Nagamitsu T.; Tomoda H. Organic Letters, 19, 5980-5983,
2017.
R.U. and D.L. contributed equally.
Deprotection of silyl ethers by using SO3H silica gel: Application to sugar, nucleoside and alkaloid derivatives.
Fujii H.; Shimada N.; Ohtawa M.; Karaki F.; Koshizuka M.; Hayashida K.; Kamimura M.; Makino K.; Nagamitsu T.; Nagase H. Tetrahedron, 73, 5425-5429, 2017.
Synthesis of (–)-11-O-debenzoyltashironin: Neurotrophic sesquiterpenes cause hyperexcitation.
Ohtawa M.; Krambis M. J.; Cerne R.; Schkeryantz J. M.; Witkin J. M.; Shenvi R. A. Journal of the American Chemical Society, 139, 9637-9644, 2017.
– Among the top 20 most read article on J. Am. Chem. Soc. for July 2017 –
Highlighted in Organic Chemistry Portal
Development of a new air-stable structure-simplified nafuredin-γ analog as a potent and selective nematode complex I inhibitor.
Ohtawa M.; Arima S.; Shimizu R.; Hanatani N.; Shimizu E.; Shiomi K.; Kita K.; Omura S.; Nagamitsu T. Journal of Antibiotics, 70, 647-654, 2017.
A delay in vascularization induces abnormal astrocyte proliferlation and migration in the mouse retina.
Morita A.; Ushikubo H.; Mori A.; Arima S.; Sakamoto K.; Nagamitsu T.; Ishii K.; Nakahara T. Developmental Dynamics, 246, 186-200, 2017.
2016
骨代謝阻害活性を有する新規化合物及びその製造方法
供田 洋、内田 龍児、長光 亨、大多和正樹、片桐 岳信 特願2016-250667/特開2017-119691
Simplifungin and valsafungins, antifungal antibiotics of fungal origin.
Ishijima H.; Uchida R.; Ohtawa M.; Kondo A.; Nagai K.; Shima K.; Nonaka K.; Masuma R.; Iwamoto S.; Onodera H.; Nagamitsu T.; Tomoda H. Journal of Organic Chemistry, 81, 7373-7383, 2016.
Synthesis and Structural Revision of Cyslabdan.
Ohtawa, M.; Hishinuma, Y.; Takagi, E.; Yamada, T.; Ito, F.; Arima, S.; Uchida, R.; Kim, Y. -P.; Omura, S.; Tomoda, T.; Nagamitsu, T. Chemical & Pharmaceutical Bulletin, 64, 1370-1377, 2016.
Biosynthesis of mercapturic acid derivative of the labdane‑type diterpene,
cyslabdan that potentiates imipenem activity against methicillin‑resistant Staphylococcus aureus: cyslabdan
is generated by mycothiol‑mediated xenobiotic
detoxification.
Ikeda, H.; Shin-ya, K.; Nagamitsu, T.; Tomoda, H. Journal of Industrial Microbiology &
Biotechnology, 43, 325–342, 2016.
2015
New pyripyropene derivatives, highly SOAT2-selective inhibitors, improve
hypercholesterolemia and atherosclerosis in atherogenic mouse model.
Ohshiro,
T.; Ohtawa, M.; Nagamitsu,
T.; Matsuda, D.; Yagyu, H.; Davis, M. A.; Rudel, L. L.; Ishibashi,
S.; Tomoda, H. Journal of Pharmacology and Experimental Therapeutics, 355, 299-309, 2015.
Total synthesis of (+)-clavulatriene A.
Ito, F.; Ohbatake, Y.; Aoyama, S.; Ikeda, T.; Arima, S.; Yamada, Y.; Ikeda, H.; Nagamitsu, T. Synthesis, 47(9), 1348-1355, 2015.
Design, synthesis, and biological evaluation of air-stable nafuredin-γ analogs as complex I inhibitors.
Ohtawa, M.; Matsunaga, M.; Fukunaga, K.; Shimizu, R.; Shimizu, E.; Arima, S.;
Ohmori, J.; Kita, K.; Shiomi, K.; Omura, S.; Nagamitsu, T. Bioorganic & Medicinal Chemistry, 23(5), 932-943, 2015.
Novel terpenes generated by heterologous expression of bacterial terpene synthase genes in an engineered Streptomyces host.
Yamada, Y.; Arima, S.; Nagamitsu, T.; Johmoto, K.; Uekusa, H.; Eguchi, T.; Shin'ya, K.; Cane, D. E.; Ikeda, H. Journal of Antibiotics, 68, 385-394, 2015.
Synthesis and biological activity of 5-(4-methoxyphenyl)-oxazole derivatives.
Yamamuro, D.; Uchida, R.; Ohtawa, M.; Arima, S.; Futamura, Y.; Katane, M.; Homma, H.; Nagamitsu, T.; Osada, H.; Tomoda, H. Bioorganic & Medicinal Chemistry Letters, 25, 313-316, 2015.
In vitro metabolism of pyripyropene A and ACAT inhibitory activity of its
metabolites.
Matsuda, D.; Ohshiro, T.; Ohtawa, M.; Yamazaki,
H.; Nagamitsu, T.; Tomoda,
H. Journal of Antibiotics, 68, 27-34, 2015.
2014
種選択的な電子伝達系の複合体II阻害活性を有する新規アトペニン類縁体
長光 亨、大多和正樹、有馬 志保、塩見和朗、大村 智 特願2014-259956
Treatment of mild-pregnant mice with KRN633, an inhibitor of vascular endothelial growth
factor receptor tyrosine kinase, induces abnormal retinal vascular patterning in their newborn pups.
Morita, A.; Nakahara, T.; Abe, N.; Kurauchi, Y.; Mori, A.; Sakamoto, K.; Nagamitsu, T.; Ishii, K. Birth Defects Research Part B: Developmental and Reproductive Toxicology, 101(4), 293-299, 2014.
ACAT2 選択的阻害剤ピリピロペン A の構造簡略型誘導体創製研究
大多和正樹、大村 智、供田 洋、長光 亨 MEDCHEMNEWS, 24(3), 25-31, 2014.
コレステロールアシル転移酵素アイソザイム2 (ACAT2) 阻害活性を有する新規医薬化合物
供田 洋、 大多和正樹、大村 智、長光 亨 特願2014-129126
Synthesis and biological activity of citridone A and its derivatives.
Fukuda, T.; Shimoyama, K.; Nagamitsu, T.; Tomoda, H. Journal of Antibiotics, 67(6), 445-450, 2014.
Effects of pre- and post- natal treatment with KRN633, an inhibitor of vascular endothelial growth factor recepter tyrosine kinase, on retinal vascular development and patterning in mice.
Morita, A.; Nakahara, T.; Abe, N.; Kurauchi, Y.; Mori, A.; Sakamoto, K.; Nagamitsu,
T.; Ishii, K. Experimental Eye Research, 120,
127-137, 2014.
Regioselective Mono-deprotection of Di-tert-butylsilylene acetal derived from 1,3-diol with ammonium fluoride.
Ohtawa, M.; Tomoda, H.; Nagamitsu, T. Bulletin of the Chemical Society of Japan, 87(1), 113-118, 2014.
2013
KRN633, an inhibitor of vascular endothelial growth factor receptor tyrosine kinase, induces intrauterine growth restriction in mice.
Abe, N.; Nakahara, T.; Morita, Y.; Mori, A.; Sakamoto, K.; Nagamitsu, T.; Ishii, K. Birth Defects Research Part B: Developmental and Reproductive Toxicology, 98(4), 297-303, 2013.
新規脂質異常症予防治療薬を指向した
ACAT2 選択的阻害剤ピリピロペン A の構造活性相関研究
大多和正樹、大村 智、供田 洋、長光 亨 有機合成化学協会誌, 8(8), 830-843, 2013.
Synthesis and structure-activity relationship of pyripyropene A derivatives as potent and selective Acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitors: Part 3.
Ohtawa, M.; Yamazaki, H.; Matsuda, D.; Ohshiro, T.; Rudel, L. L.; Omura, S.; Tomoda, H.; Nagamitsu, T. Bioorganic & Medicinal Chemistry Letters, 23(13), 3798-3801, 2013.
Synthesis and structure-activity relationship of pyripyropene A derivatives as potent and selective Acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitors: Part 2.
Ohtawa,
M.; Yamazaki, H.; Matsuda, D.; Ohshiro, T.; Rudel, L. L.; Omura, S.; Tomoda, H.;
Nagamitsu, T. Bioorganic & Medicinal Chemistry Letters,
23(9), 2659-2662, 2013.
Synthesis and structure-activity relationship of pyripyropene A derivatives as potent and selective Acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitors: Part 1.
Ohtawa,
M.; Yamazaki, H.; Ohte, S.; Matsuda, D.; Ohshiro, T.; Rudel, L. L.; Omura, S.; Tomoda,
H.; Nagamitsu, T. Bioorganic & Medicinal Chemistry Letters, 23(5), 1285-1287, 2013.
Role of vascular endothelial growth factor in maintenance of pregnancy in mice.
Wada, Y.; Ozaki, H.; Abe, N.; Mori, A.; Sakamoto, K.; Nagamitsu, T.; Nakahara, T.; Ishii, K. Endocrinology, 154(2), 900-910, 2013.
ACAT2 阻害活性を有するピリピロペンA構造簡略型誘導体
大多和正樹、供田 洋、大村 智、長光 亨 特願2013-012868
2012
Stereoselective total synthesis of atpenins A4 and B, harzianopyridone, and NBRI23477 B.
Ohtawa,
M.; Sugiyama, K.; Hiura, T.; Izawa, S.; Shiomi, K.; Omura, S.; Nagamitsu, T. Chemical & Pharmaceutical Bulletin, 60(7), 898-906, 2012.
Potentiation of bleomycin in Jurket cells by fungal pycnidione.
Kaneko, M.;Matsuda, D.; Ohtawa, M.; Fukuda, T.; Nagamitsu, T.; Yamori, T.; Tomoda, H. Biological & Pharmaceutical Bulletin, 35(1), 18-21, 2012.
2011
Total synthesis and absolute configuration of avenolide, extracellular factor in Streptomyces avermitilis.
Uchida, M.; Takamatsu, S.; Arima, S.; Miyamoto, T. K; Kitani, S.; Nihara, T.; Ikeda, H.; Nagamitsu, T. Journal of Antibiotics, 64(12), 781-787, 2011.
Avenolide, a Streptomyces hormone controlling antibiotic production in Streptomyces avermitilis.
Kitani, S.; Miyamoto, T. K; Takamatsu, S.; Herawati, E.; Iguchi, H.; Noshitomi, K.; Uchida, M.; Nagamitsu, T.; Omura, S.; Ikeda, H.; Nihira, T. Proceedings of the National Academy of Sciences of the United States of America, 108(39), 16410-16415, 2011.
Total synthesis of pyripyropene A.
Odani, A.; Ishihara, K.; Ohtawa, M.; Tomoda, H.; Omura, S.; Nagamitsu, T. Tetrahedron, 67(42), 8195-8203, 2011.
Total synthesis of citridone A.
Miyagawa, T.; Nagai, K.; Yamada, A.; Sugihara, Y.;
Fukuda, T.; Fukuda, T.; Uchida, R.; Tomoda, H.; Omura, S.; Nagamitsu,
T. Organic Letters, 13(5), 1158-1161, 2011.
2010
ACAT2阻害活性を有する代謝酵素に安定なピリピロペン誘導体
供田洋、長光亨、松田大介、大城太一、大多和正樹、大村智. 特願2010-82784
ACAT2阻害活性を有する水酸基含有ピリピロペン誘導体
供田洋、長光亨、松田大介、大城太一、大多和正樹、大村智. PCT/JP2010/060461
Effect of KRN633, an inhibitor of vascular endothelial growth factor receptor-2 tyrosine kinase, on vascular development of placenta and fetus of mid pregnancy in mice.
Wada, Y.; Ozaki, H.; Abe, N.; Nagamitsu, T.; Ohta, H.; Nakahara, T.; Ishii, K. Journal of Pharmacological Sciences, 112(3), 290-298, 2010.
Structure and total synthesis of fungal calpinactam, a new antimycobacterial agent.
Koyama, N.; Kojima, S.; Fukuda, T.; Nagamitsu, T.; Yasuhara, T.;Omura, S.; Tomoda, H. Organic Letters, 12(3), 432-435, 2010.