Hostname: page-component-76fb5796d-wq484 Total loading time: 0 Render date: 2024-04-28T18:25:18.794Z Has data issue: false hasContentIssue false

Metabolic cross-resistance to florpyrauxifen-benzyl in barnyardgrass (Echinochloa crus-galli) evolved before the commercialization of Rinskor™

Published online by Cambridge University Press:  27 February 2023

Hudson K. Takano*
Affiliation:
Herbicide Mode of Action Scientist, Corteva Agriscience, Indianapolis, IN, USA
Scott Greenwalt
Affiliation:
Analytical Chemist, Corteva Agriscience, Indianapolis, IN, USA
Dave Ouse
Affiliation:
Herbicide Biologist, Corteva Agriscience, Indianapolis, IN, USA
Moriah Zielinski
Affiliation:
Biochemist, Corteva Agriscience, Indianapolis, IN, USA
Paul Schmitzer
Affiliation:
Global Herbicide Resistance Leader, Corteva Agriscience, Indianapolis, IN, USA
*
Author for correspondence: Hudson K. Takano, Corteva Agriscience, 9330 Zionsville Road, Indianapolis, IN 46265. (Email: hudson.takano@corteva.com)

Abstract

Herbicide options for selective control of monocot weeds in rice (Oryza sativa L.) have historically been limited to a few modes of action such as inhibitors of acetolactate synthase (e.g., penoxsulam, imazamox), photosystem II (e.g., propanil), and acetyl-CoA carboxylase (e.g., cyhalofop). Florpyrauxifen-benzyl (Rinskor™) is a synthetic auxin molecule introduced to the U.S. rice herbicide market in 2018, providing broad-spectrum weed control (monocots and dicots), including hard-to-control species such as barnyardgrass [Echinochloa crus-galli (L.) P. Beauv.], along with postemergence rice selectivity at very low use rates. Within the year of commercialization, field agronomists and academics identified E. crus-galli escapes in some areas where florpyrauxifen-benzyl had been sprayed. Further evaluation under controlled environments confirmed that those plants were able to survive florpyrauxifen-benzyl application at the label rate. Here, we identify the mechanism of resistance to florpyrauxifen-benzyl and penoxsulam in two E. crus-galli populations from Arkansas (AR-27) and Missouri (MO-18). Using high-resolution mass spectrometry, we compared the two resistant biotypes with known susceptible plants regarding their ability to metabolize florpyrauxifen-benzyl, florpyrauxifen-acid, and penoxsulam in planta. We discovered that the resistant plants share a common resistance mechanism to florpyrauxifen-benzyl and penoxsulam, involving hydrolysis of a methoxy group (likely mediated by a cytochrome P450 monooxygenase) followed by glucose conjugation. Given that penoxsulam has been widely used in rice fields for the past decade, these data suggest that some populations of E. crus-galli may have evolved resistance before the commercialization of florpyrauxifen-benzyl.

Type
Research Article
Copyright
© The Author(s), 2023. Published by Cambridge University Press on behalf of the Weed Science Society of America

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

Footnotes

Associate Editor: Dean Riechers, University of Illinois

References

Bagavathiannan, MV, Norsworthy, JK, Smith, KL, Neve, P (2014) Modeling the simultaneous evolution of resistance to ALS- and ACCase-inhibiting herbicides in barnyardgrass (Echinochloa crus-galli) in Clearfield® rice. Weed Technol 28:89103 CrossRefGoogle Scholar
Bajwa, AA, Jabran, K, Shahid, M, Ali, HH, Chauhan, BS, Ehsanullah (2015) Eco-biology and management of Echinochloa crus-galli. Crop Prot 75:151162 CrossRefGoogle Scholar
Baltazar, AM, Smith, RJ (1994) Propanil-resistant barnyardgrass (Echinochloa crus-galli) control in rice (Oryza sativa). Weed Technol 8:576581 CrossRefGoogle Scholar
Barrett, M (1995) Metabolism of herbicides by cytochrome P450 in corn. Drug Metabol Drug Interact 12:299316 CrossRefGoogle ScholarPubMed
Barrett, SCH, Wilson, BF (1981) Colonizing ability in the Echinochloa crus-galli complex (barnyard grass). I. Variation in life history. Can J Bot 59:18441860 CrossRefGoogle Scholar
Barrett, SH (1983) Crop mimicry in weeds. Econ Bot 37:255282 CrossRefGoogle Scholar
Beckie, HJ, Reboud, X (2009) Selecting for weed resistance: herbicide rotation and mixture. Weed Technol 23:363370 CrossRefGoogle Scholar
Bond, JA, Walker, TW (2011) Differential tolerance of Clearfield rice cultivars to imazamox. Weed Technol 25:192197 CrossRefGoogle Scholar
Bond, JA, Walker, TW, Webster, EP, Buehring, NW, Harrell, DL (2007) Rice cultivar response to penoxsulam. Weed Technol 21:961965 CrossRefGoogle Scholar
Busi, R, Powles, SB (2013) Cross-resistance to prosulfocarb and triallate in pyroxasulfone-resistant Lolium rigidum. Pest Manag Sci 69:13791384 CrossRefGoogle ScholarPubMed
Busi, R, Powles, SB (2016) Cross-resistance to prosulfocarb + S-metolachlor and pyroxasulfone selected by either herbicide in Lolium rigidum. Pest Manag Sci 72:16641672 CrossRefGoogle ScholarPubMed
Comont, D, Lowe, C, Hull, R, Crook, L, Hicks, HL, Onkokesung, N, Beffa, R, Childs, DZ, Edwards, R, Freckleton, RP, Neve, P (2020) Evolution of generalist resistance to herbicide mixtures reveals a trade-off in resistance management. Nature Commun 11:3086 CrossRefGoogle ScholarPubMed
Epp, JB, Alexander, AL, Balko, TW, Buysse, AM, Brewster, WK, Bryan, K, Daeuble, JF, Fields, SC, Gast, RE, Green, RA, Irvine, NM, Lo, WC, Lowe, CT, Renga, JM, Richburg, JS, et al. (2016) The discovery of Arylex™ active and Rinskor™ active: two novel auxin herbicides. Bioorg Med Chem 24:362371 CrossRefGoogle ScholarPubMed
Fang, J, Zhang, Y, Liu, T, Yan, B, Li, J, Dong, L (2019) Target-site and metabolic resistance mechanisms to penoxsulam in barnyardgrass (Echinochloa crus-galli (L.) P. Beauv). J Agric Food Chem 67:80858095 CrossRefGoogle ScholarPubMed
Figueiredo, MRA de, Küpper, A, Malone, JM, Petrovic, T, Figueiredo, ABTB de, Campagnola, G, Peersen, OB, Prasad, KVSK, Patterson, EL, Reddy, ASN, Kubeš, MF, Napier, R, Dayan, FE, Preston, C, Gaines, TA (2022) An in-frame deletion mutation in the degron tail of auxin coreceptor IAA2 confers resistance to the herbicide 2,4-D in Sisymbrium orientale. Proc Natl Acad Sci USA 119:e2105819119 CrossRefGoogle Scholar
Gould, FW, Ali, MA, Fairbrothers, DE (1972) A revision of Echinochloa in the United States. Am Midl Nat 87:3659 CrossRefGoogle Scholar
Gressel, J, Segel, LA (1990) Herbicide rotations and mixtures. Pages 430–458 in Green, MB, LeBaron, HM, Moberg, WK, eds. Managing Resistance to Agrochemicals. Washington, DC: American Chemical Society Google Scholar
Heap, I (2022) The International Herbicide-Resistant Weed Database. https://www.weedscience.org/Home.aspx. Accessed: August 1, 2022Google Scholar
Hwang, J-I, Norsworthy, JK, González-Torralva, F, Piveta, LB, Priess, GL, Barber, LT, Butts, TR (2022a) Absorption, translocation, and metabolism of florpyrauxifen-benzyl and cyhalofop-butyl in cyhalofop-butyl-resistant barnyardgrass [Echinochloa crus-galli (L.) P. Beauv.]. Pest Biochem Physiol 180:104999 Google Scholar
Hwang, J-I, Norsworthy, JK, González-Torralva, F, Priess, GL, Barber, LT, Butts, TR (2022b) Non-target-site resistance mechanism of barnyardgrass [Echinochloa crus-galli (L.) P. Beauv.] to florpyrauxifen-benzyl. Pest Manag Sci 78:287295 CrossRefGoogle Scholar
Miller, MR, Norsworthy, JK, Scott, RC (2018) Evaluation of florpyrauxifen-benzyl on herbicide-resistant and herbicide-susceptible barnyardgrass accessions. Weed Technol 32:126134 CrossRefGoogle Scholar
Riar, DS, Norsworthy, JK, Srivastava, V, Nandula, V, Bond, JA, Scott, RC (2013) Physiological and molecular basis of acetolactate synthase-inhibiting herbicide resistance in barnyardgrass (Echinochloa crus-galli). J Agric Food Chem 61:278289 CrossRefGoogle ScholarPubMed
Talbert, RE, Burgos, NR (2007) History and management of herbicide-resistant barnyardgrass (Echinochloa crus-galli) in Arkansas rice. Weed Technol 21:324331 CrossRefGoogle Scholar
Todd, OE, Figueiredo, MRA, Morran, S, Soni, N, Preston, C, Kubeš, MF, Napier, R, Gaines, TA (2020) Synthetic auxin herbicides: finding the lock and key to weed resistance. Plant Sci 300:110631 CrossRefGoogle ScholarPubMed
Yu, Q, Powles, S (2014) Metabolism-based herbicide resistance and cross-resistance in crop weeds: A threat to herbicide sustainability and global crop production. Plant Physiol 166:11061118 CrossRefGoogle Scholar