Publications

Representative publications

職員懇親会。

薬学研究科の職員懇親会が開催されました。石さんと岡さんが新人教員として挨拶し […]

天然物談話会 in 名古屋。

天然物談話会は、天然物に関連する研究室が集う若手の会であり、天然物研究の活性 […]

本間くん、LLNL短期留学。

D2の本間くんが、LLNLのサマースクールへ参加するために出発しました。3ヶ […]

有機系サッカー大会優勝。

有機系サッカー大会が開催されました。天気も良く、気持ちの1日でした。今年も優 […]

優秀英語発表賞。

B4の布施くんが、毎年恒例の英語研究発表会で優秀発表賞を受賞しました。おめで […]

薬学会年会、優秀発表賞。

惟村くん、古村くん、関谷くんが、第144回日本薬学会年会で優秀発表賞を受賞し […]

Research articles

2024

Genome mining of labdane-related diterpenoids: Discovery of the two-enzyme pathway leading to (−)-sandaracopimaradiene in the fungus Arthrinium sacchari
Sato, F., Sonohara, T., Fujiki, S., Sugawara, A., Morishita, Y., Ozaki, T.,* Asai, T.*
Beilstein J. Org. Chem.2024, 20, 714-720. doi.org/10.3762/bjoc.20.65

A new 3,6-dialkyl-α-pyrone produced by the heterologous expression of a PKS-NRPS hybrid enzyme derived from a Pestalotiopsis endophyte
Shi, Y., Ozaki, T., Sugawara, A., Morishita, Y., Tang, Y. P., Shivas, R. G., Davis, R. A., Asai, T.*
Tetrahedron Lett. 2024, 134, 154865–154867. doi.org/10.1016/j.tetlet.2023.154865

 

2023

Identification and Functional Characterization of Fungal Chalcone Synthase and Chalcone Isomerase
Furumura, S., Ozaki, T., Sugawara, A., Morishita, Y., Tsukada, K., Ikuta, T., Inoue, A., Asai, T.* (Furumura and Ozaki contributed equally.)
J. Nat. Prod. 2023, 86, 398-405. doi.org/10.1021/acs.jnatprod.2c01027

2022

Discovery of a Cyclic Depsipeptide from Chaetomium mollipilium by the Genome Mining Approach
Homma, Y., Sugawara, A., Morishita, Y., Tsukada, K., Ozaki, T., Asai, T.*
Org. Lett. 2022, 24, 3504–3509. doi.org/10.1021/acs.orglett.2c01172

 

Synthetic Biology-Based Discovery of Diterpenoid Pyrones from the Genome of Eupenicillium shearii
Morishita, Y., Tsukada, K., Murakami. K., Irie, K., Asai, T.* (Morishita and Tsukada contributed equally.)
J. Nat. Prod. 2022, 85, 384-390. doi.org/10.1021/acs.jnatprod.1c00973

 

2020

Genome Mining-Based Discovery of Fungal Macrolides Modified by Glycosylphosphatidylinositol (GPI)-Ethanolamine Phosphate Transferase Homologues
Morishita, Y., Aoki, Y., Ito, M., Hagiwara, D., Torimaru, K., Morita, D., Kuroda, T., Fukano, H., Hoshino, Y., Suzuki, M., Taniguchi, T., Mori, Keiji., Asai, T.*
Org. Lett. 2020 22, 5876-5879.  doi.org/10.1021/acs.orglett.0c01975

 

Synthetic biology based construction of biological activity-related library of fungal decalin-containing diterpenoid pyrones
Tsukada, K., Shinki, S., Kaneko, A., Murakami, K., Irie, K., Murai, M., Miyoshi, H., Dan, S., Kawaji, K., Hayashi, H., Kodama, E. N., Hori, A., Salim, E., Kuraishi, T., Hirata, N., Kanda, Y., Asai, T.*
Nature Commun. 11, Article number: 1830 (2020), doi: 10.1038/s41467-020-15664-4.

 

Synthetic-biology-based discovery of fungal macrolide from Macrophomina phaseolina
Morishita, Y., Sonohara, T., Taniguchi, T., Adachi, K., Fujita, M., Asai, T.*
Org. Biomol. Chem. 2020, 18, doi: 10.1039/D0OB00519C

 

Chemical Activation of Natural Product Biosynthesis in Filamentous Fungi
Teigo Asai
Comprehensive Natural Products III: Chemistry and Biology, Vol. 7, Elsevier, 475-486 (2020).

2019

The Discovery of Fungal Polyene Macrolides via a Postgenomic Approach Reveals a Polyketide Macrocyclization by trans-Acting Thioesterase in Fungi
Yohei Morishita, Huiping Zhang, Tohru Taniguchi, Keiji Mori, Teigo Asai*
Org. Lett. 2019, 21, 4788−4792.

 

Post-genomic approach based discovery of alkylresorcinols from a cricket-associated fungus, Penicillium soppi
Akiho Kaneko, Yohei Morishita, Kento Tsukada, Tohru Taniguchi, Teigo Asai*
Org. Biomol. Chem. 2019, 17, 5239 – 5243.

 

Use of plant hormones to activate silent polyketide biosynthetic pathways in Arthrinium sacchari, a fungus isolated from a spider
Y. Morishita, Y. Okazaki, Y. Y. Luo., J. Nunoki, T. Taniguchi, Y. Oshima, T Asai*
Org. Biomol. Chem. 2019, 17, 780-784.

2018

Pazopanib-induced crystal deposition in intestinal mucosa in a patient with retroperitoneal liposarcoma.
Shigemitsu Horie, Hayato Nishida*, Toshihiko Sakurai, Osamu Ichiyanagi, Tomoyuki Kato, Makoto Yagi, Takanobu Kabasawa, Teigo Asai and Norihiko Tsuchiya.
International Journal of Urology 2018, doi: 10.1111/iju.13567.

2016

A lanthipeptide-like N-terminal leader region guides peptide epimerization by radical SAM epimerases – implications for RiPP evolution.
S. W. Fuchs, G. Lackner, B. I. Morinaka, Y. Morishita, T. Asai, S. Riniker, J. Piel*.
Angew. Chem. Int. Ed.
2016, 55, 12330-12333
.

Epigenetic stimulation of polyketide production in Chaetomium cancroideum by an NAD+-dependent HDAC inhibitor.
T. Asai*, S. Morita, T. Taniguchi, K. Monde, Y. Oshima*.
Org. Biomol. Chem. 2016, 14, 646-651.

2015

Use of a biosynthetic intermediate to explore the chemical diversity of pseudo-natural fungal polyketides.
T. Asai*, K. Tsukada, S. Ise, N. Shirata, M. Hashimoto, I. Fujii, K. Gomi, K. Nakagawara, E. N. Kodama, Y, Oshima*.
Nature Chem. 2015, 7, 737-743.

 

2013

Structures of Spiroindicumides A and B, Unprecedented Carbon Skeletal Spirolactones, and Determination of the Absolute Configuration by Vibrational Circular Dichroism Exciton Approach.
T. Asai*, T. Taniguchi, T, Yamamoto, K. Monde, Y. Oshima*.
Org. Lett. 2013, 15, 4320–4323.

Suberoylanilide Hydroxamic Acid, a Histone Deacetylase Inhibitor, Induces the Production of Anti-inflammatory Cyclodepsipeptides from Beauveria felina. Y. M. Chung, M. E. Shazly, D. W. Chuang, T. L. Hwang, T. Asai, Y. Oshima, M. L. Ashour, Y. C. Wu, F. R. Chang*.
J. Nat. Prod. 2013, 76, 1260–1266.

Structurally Diverse Chaetophenol Productions Induced by Chemically Mediated Epigenetic Manipulation of Fungal Gene Expression.
T. Asai*, T. Yamamoto, N. Shirata, T. Taniguchi, K. Monde, I. Fujii, K. Gomi, Y. Oshima*.
Org. Lett. 2013, 15, 3346-3349.

An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii.
Y. M. Chung, C. K. Wei, D. W. Chuang, M. E. Shazly, C. T. Hsieh, T. Asai, Y. Oshima, T. J. Hsieh, T. L. Hwang, Y. C. Wu, F. R. Chang*.
Bioorg. Med. Chem. 2013, 21, 3866-3872.

Benzophenones from an Endophytic Fungus, Graphiopsis chlorocephala, from Paeonia lactiflora Cultivated in the Presence of an NAD+-Dependent HDAC Inhibitor.
T. Asai*, S. Otsuki, H. Sakurai, K. Yamashita, T. Ozeki, Y. Oshima*.
Org. Lett. 2013, 15, 2058-2061.

Structures and absolute configurations of short-branched fatty acid dimers from an endophytic fungus of Aloe arborescens.
T. Asai*, S. Otsuki, T. Taniguchi, K. Monde, K. Yamashita, H. Sakurai, T. Ozekid, Y. Oshima*.
Tetrahedron Lett. 2013, 54, 3402-3405.

Structures and Biomimetic Synthesis of Novel a-Pyrone Polyketides of an Endophytic Penicillium sp. in Catharanthus roseus.
T. Asai*, D. Luo, K. Yamashita, Y. Oshima*.
Org. Lett. 2013, 15, 1020-1023.

2012

Structural Diversity of New C13-Polyketides Produced by Chaetomium mollipilium Cultivated in the Presence of a NAD+-Dependent Histone Deacetylase Inhibitor
T. Asai*, S. Morita, N. Shirata, T. Taniguchi, K. Monde, H. Sakurai, T. Ozeki, Y. Oshima*.
Org. Lett. 2012, 14, 5456-5459.

Cyclic glycolipids from glandular trichome exudates of Cerastium glomeratum.
T. Asai, Y. Nakamura, Y. Hirayama, K. Ohyama, Y. Fujimoto*.
Phytochemistry 2012, 82, 149-157.

Highly oxidized ergosterols and isariotin analogs from an entomopathogenic fungus, Gibellula formosana, cultivated in the presence of epigenetic modifying agents.
T. Asai*, Y. M. Chung, H. Sakurai, T. Ozeki, F. R. Chang, Y. C. Wu, K. Yamashita, Y. Oshima*.
Tetrahedron 2012, 68, 5817-5823.

Epi-a-bisabolol 6-deoxy-b-D-gulopyranoside from the glandular trichome exudate of Brillantaisia owariensis.
T. Asai, Y. Hirayama, Y. Fujimoto*.
Phytochemistry Lett. 2012, 5, 376-378.

Aromatic Polyketide Production in Cordyceps indigotica, an Entomopathogenic Fungus, Induced by Exposure to a Histone Deacetylase Inhibitor.
T. Asai*, T. Yamamoto, Y. Oshima*.
Org. Lett. 2012, 14, 2006-2009.

Dihydrobenzofurans as cannabinoid receptor ligands from Cordyceps annullata, an entomopathogenic fungus cultivated in the presence of an HDAC inhibitor.
T. Asai*, D. Luo, Y. Obara, T. Taniguchi, K. Monde, K. Yamashita, Y. Oshima*.
Tetrahedron Lett. 2012, 53, 2239-2243.

Tenuipyrone, a Novel Skeletal Polyketide from the Entomopathogenic Fungus, Isaria tenuipes, Cultivated in the Presence of Epigenetic Modifiers.
T. Asai*, Y. M. Chung, H. Sakurai, T. Ozeki, F. R.Chang, K. Yamashita, Y, Oshima*.
Org. Lett. 2012, 14, 513-515.

Aromatic polyketide glycosides from an entomopathogenic fungus, Cordyceps indigotica.
T. Asai*, T. Yamamoto, Y. M. Chung, F. R. Chang, Y. C. Wu, K. Yamashita, Y. Oshima*.
Tetrahedron Lett. 2012, 53, 277-280.

2011

Histone deacetylase inhibitor induced the production of three novel prenylated tryptophan analogs in the entomopathogenic fungus, Torrubiella luteorostrata.
T. Asai*, T. Yamamoto, Y. Oshima*.
Tetrahedron Lett. 2011, 52, 7042-7045.

2-Acety-1-(3-glycosyloxyoctadecanoyl)glycerol and dammarane triterpenes in the exudates from secretary organs on the stipules and leaves of Cerasus yedoensis,
T. Asai, Y. Fujimoto*.
Phytochemistry Lett. 2011, 15, 38-42.

n-Octyl a-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside derivatives from the glandular trichome exudate of Geranium carolinianum,
T. Asai, T. Sakai, K. Ohyama, Y. Fujimoto*.
Chem. Pharm. Bull. 2011, 59, 747-752.

~2010

Cyclic fatty acyl glycosides in the glandular trichome exudate of Silene gallica.
T. Asai, Y. Fujimoto*.
Phytochemistry, 2010, 71, 1410-1417.

Fatty acid derivatives and dammarane triterpenes from the glandular trichome exduates of Ibicella lutea and Proboscidea louisiana.
T. Asai, N. Hara, Y. Fujimoto*
Phytochemistry, 2010, 71, 877-894.

Artabotryols A-E, new lanostane triterpenes from the seeds of Artabotrys odoratissimus
C. Gupta, S. Prasad, M. Sahai, T. Asai, N. Hara, Y. Fujimoto.
Helv. Chim. Acta, 2010, 93, 1925-1932.

Acylglycerols (=glycerides) from the glandular trichome exudate on the leaves of Paulownia tomentosa.
T. Asai, N. Hara, S. Kobayashi, S. Kohshima, Y. Fujimoto*.
Helv. Chim. Acta, 2009, 92, 1473-1492.

Geranylated flavanones from the secretion on the surface of the immature fruits of Paulownia tomentosa.
T. Asai, N. Hara, S. Kobayashi, S. Kohshima, Y. Fujimoto*.
Phytochemistry. 2008, 69, 1234-1241.

Radermachol and naphthoquinone derivatives from Tecomella undulata: complete 1H and 13C NMR assignments of radermachol with the aid of computational 13C shift prediction.
P. Singh, P. Khandelwal, N. Hara, T. Asai, Y. Fujimoto*.
Ind. J. Chem. Sec B, 2008, 47B, 1865-1870.

Anti-herbivore structures of Paulownia tomentosa: morphology, distribution, chemical constituents, and changes during shoot and leaf development.
S. Kobayashi, T. Asai, Y. Fujimoto, S. Kohshima*.
Ann. Botany, 2008, 101, 1035-1047.

Further studies on the constituents of the gorgonian octocoral Pseudopterogorgia elisabethae collected in San Andres and Providencia islands, Colombian Caribbean: isolation of a putative biosynthetic intermediate leading to erogorgiaene.
C. Duque, M. Puyana, L. Castellanos, A. 5. Arias, H. Correa, O. Osorno, T. Asai, N. Hara, Y. Fujimoto*.
Tetrahedron, 2006, 62, 4205-4213.

Hyosmin, a new lignan from Hyocyamus niger L.
A. S. Begum, S. Verma, M. Sahai, T. Asai, N. Hara, Y Fujimoto*.
J. Chem. Res., 2006, 675-677.

Apollineanin: a new flavanone from Tephrosia apollinea.
A. Hisham, S. John, W. Shuaily, T. Asai, Y. Fujimoto.
Nat. Prod. Res., 2006, 20, 1046-1052.

A new kaempferol diglycoside from Datura suaveolens Humb. & Bonpl. ex. Willd.
A. S. Begum, M. Sahai, Y. Fujimoto, T. Asai, K. Schneider, G. Nicholson, R. Suessmuth*.
Nat. Prod. Res., 20, 2006, 1231-1236.

Hyosgerin, a new optically active coumarinolignan, from the seeds of Hyosymus niger.
S. Begum, M. Sahai, R. Suessmuth, T. Asai, N. Hara, Y. Fujimoto*.
Chem. Pharm. Bull., 2006, 54, 538-541.

Books & Reviews

•合成生物学を基盤とする天然物の探索と創製研究
浅井禎吾.
科学と工業  (Science and Industry) 巻: 97  号: 11  ページ: 340-345  発行年: 2023年11月20日

•Synthetic Biology-Based Natural Product Discovery
Teigo Asai
New Tide of Natural Product Chemistry Springer, 3-16 (2023)

•合成生物学を基盤とする天然物の探索研究
浅井禎吾.
実験医学 Vol. 41 No. 3 (2月号) 2023 “いま知りたい” 長鎖DNA合成 ─ゲノムは読む時代から書く時代へ

•糸状菌の遺伝子情報を活用する天然物ケミカルスペースの開拓
浅井禎吾.
月間ファインケミカル 特集 ポストゲノム時代の天然物化学ーゲノム情報に基づいた天然物の探索と合成ー Vol 50, No. 4 (2021)

•微生物に「天然にはない天然物」をつくらせる
現代化学 FLASH 2020年 8月号

•Chemical Activation of Natural Product Biosynthesis in Filamentous Fungi
Teigo Asai
Comprehensive Natural Products III: Chemistry and Biology, Vol. 7, Elsevier, 475-486 (2020).

•単離•構造決定に立脚する天然物化学研究
浅井禎吾.
有機合成化学協会誌, 天然物化学特集号, 2018, 76 406-409.

•エピジェネティック制御を利用する新規医薬資源の開拓
浅井禎吾,大島吉輝.
生化学 「みにれびゅー」, 2016, 88, 643-648.

•微生物の可能性を開拓する−多様な新奇化合物合成のための新しいアプローチ−
浅井禎吾,大島吉輝.
現代化学 「解説」, 2016, 9, 21-26.

•ケミカルエピジェネティクスによる未利用生合成遺伝子の活用と多様な天然物の創出.
浅井禎吾,大島吉輝.
ファルマシア「最前線」2014, 50, 112-116.

•糸状菌二次代謝のエピジェネティック制御と天然物探索.
浅井禎吾, 大島吉輝.
化学と生物, 2013, 1, 13-21.