Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules

Abstract The discovery and useful application of natural products can help improve human life. Chemicals that inhibit plant growth are broadly utilized as herbicides to control weeds. As various types of herbicides are required, the identification of compounds with novel modes of action is desirable...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Takashi Ishida, Haruna Yoshimura, Masatsugu Takekawa, Takumi Higaki, Takashi Ideue, Masaki Hatano, Masayuki Igarashi, Tokio Tani, Shinichiro Sawa, Hayato Ishikawa
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/f04f248822be443f8ef9a467bc388a1f
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:f04f248822be443f8ef9a467bc388a1f
record_format	dspace
spelling	oai:doaj.org-article:f04f248822be443f8ef9a467bc388a1f2021-12-02T16:36:03ZDiscovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules10.1038/s41598-021-85501-12045-2322https://doaj.org/article/f04f248822be443f8ef9a467bc388a1f2021-03-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-85501-1https://doaj.org/toc/2045-2322Abstract The discovery and useful application of natural products can help improve human life. Chemicals that inhibit plant growth are broadly utilized as herbicides to control weeds. As various types of herbicides are required, the identification of compounds with novel modes of action is desirable. In the present study, we discovered a novel N-alkoxypyrrole compound, kumamonamide from Streptomyces werraensis MK493-CF1 and established a total synthesis procedure. Resulted in the bioactivity assays, we found that kumamonamic acid, a synthetic intermediate of kumamonamide, is a potential plant growth inhibitor. Further, we developed various derivatives of kumamonamic acid, including a kumamonamic acid nonyloxy derivative (KAND), which displayed high herbicidal activity without adverse effects on HeLa cell growth. We also detected that kumamonamic acid derivatives disturb plant microtubules; and additionally, that KAND affected actin filaments and induced cell death. These multifaceted effects differ from those of known microtubule inhibitors, suggesting a novel mode of action of kumamonamic acid, which represents an important lead for the development of new herbicides.Takashi IshidaHaruna YoshimuraMasatsugu TakekawaTakumi HigakiTakashi IdeueMasaki HatanoMasayuki IgarashiTokio TaniShinichiro SawaHayato IshikawaNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-13 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Takashi Ishida Haruna Yoshimura Masatsugu Takekawa Takumi Higaki Takashi Ideue Masaki Hatano Masayuki Igarashi Tokio Tani Shinichiro Sawa Hayato Ishikawa Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
description	Abstract The discovery and useful application of natural products can help improve human life. Chemicals that inhibit plant growth are broadly utilized as herbicides to control weeds. As various types of herbicides are required, the identification of compounds with novel modes of action is desirable. In the present study, we discovered a novel N-alkoxypyrrole compound, kumamonamide from Streptomyces werraensis MK493-CF1 and established a total synthesis procedure. Resulted in the bioactivity assays, we found that kumamonamic acid, a synthetic intermediate of kumamonamide, is a potential plant growth inhibitor. Further, we developed various derivatives of kumamonamic acid, including a kumamonamic acid nonyloxy derivative (KAND), which displayed high herbicidal activity without adverse effects on HeLa cell growth. We also detected that kumamonamic acid derivatives disturb plant microtubules; and additionally, that KAND affected actin filaments and induced cell death. These multifaceted effects differ from those of known microtubule inhibitors, suggesting a novel mode of action of kumamonamic acid, which represents an important lead for the development of new herbicides.
format	article
author	Takashi Ishida Haruna Yoshimura Masatsugu Takekawa Takumi Higaki Takashi Ideue Masaki Hatano Masayuki Igarashi Tokio Tani Shinichiro Sawa Hayato Ishikawa
author_facet	Takashi Ishida Haruna Yoshimura Masatsugu Takekawa Takumi Higaki Takashi Ideue Masaki Hatano Masayuki Igarashi Tokio Tani Shinichiro Sawa Hayato Ishikawa
author_sort	Takashi Ishida
title	Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
title_short	Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
title_full	Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
title_fullStr	Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
title_full_unstemmed	Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
title_sort	discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/f04f248822be443f8ef9a467bc388a1f
work_keys_str_mv	AT takashiishida discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT harunayoshimura discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT masatsugutakekawa discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT takumihigaki discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT takashiideue discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT masakihatano discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT masayukiigarashi discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT tokiotani discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT shinichirosawa discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules AT hayatoishikawa discoverycharacterizationandfunctionalimprovementofkumamonamideasanovelplantgrowthinhibitorthatdisturbsplantmicrotubules
_version_	1718383668061274112

Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules

Ejemplares similares