(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2017/115333 Al 6 July 2017 (06.07.2017) P O P C T (51) International Patent Classification: Eduardo; Ocampo y Esmeralda, Predio CONICET Rosar A01N 43/16 (2006.01) A01P 13/00 (2006.01) io, 2000 Rosario - Pcia de Santa Fe (AR). A01N 43/90 (2006.01) (81) Designated States (unless otherwise indicated, for every (21) International Application Number: kind of national protection available): AE, AG, AL, AM, PCT/IB20 16/0581 16 AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, (22) International Filing Date: DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, 30 December 2016 (30. 12.2016) HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KH, KN, (25) Filing Language: English KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, (26) Publication Language: English NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, (30) Priority Data: RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, 62/272,880 30 December 201 5 (30. 12.2015) US TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (71) Applicants: INVESTIGACIONES BIOL0GICAS EN AGROQUIMICOS ROSARIO S.A. [AR/AR]; Suipacha (84) Designated States (unless otherwise indicated, for every 590, Rosario - Pcia. de Santa Fe, 2000 (AR). ORTEGA, kind of regional protection available): ARIPO (BW, GH, Federico J. [ΓΓ/AR]; Suipacha 590, Rosario - Pcia. de GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, Santa Fe, 2000 (AR). TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, (72) Inventors: SOSA, Gustavo M.; Corboba 1437 Piso 5 Of. DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, 2, Rosario - Pcia. de Santa Fe, 2000 (AR). TRAVAINI, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, Maria L.; Corboba 1437 Piso 5 Of. 2, Rosario - Pcia. de SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, Santa Fe, 2000 (AR). WALTER, Helmut; Gruenstadter GW, KM, ML, MR, NE, SN, TD, TG). Str. 82, 67283 Obrigheim (DE). CANTRELL, Charles; Published: #9, Road 3278, Oxford, MS 38677 (US). DUKE, Stephen; 51 CR 471, Oxford, MS 38655 (US). CARRILLO, — with international search report (Art. 21(3)) Nestor; Ocampo y Esmeralda, Predio CONICET Rosario, 2000 Rosario - Pcia de Santa Fe (AR). CECCARELLI, (54) Title: HERBICIDAL COMPOSITION COMPRISING CHROMONE DERIVATIVES AND A METHOD FOR WEED CON TROL (I) o (57) Abstract: An herbicidal composition comprising one or more compounds of Formula (I): where R 1 and R2 are H or taken to gether with the carbon atoms to which they are attached form a furane ring; R 3 and R4 each independently represent H, -OH or -O- 5 (C 1-C4) alkyl; and R is H, (C 1-C4) alkyl, -(C 1-C2) alkylene-O-glucoside or -COOH; and an agriculturally acceptable vehicle. There o is also disclosed a method for weed control by application of compounds of Formula I and the use of the composition for controlling weeds. HERBICIDAL COMPOSITION COMPRISING CHROMONE DERIVATIVES AND A METHOD FOR WEED CONTROL Field of the Invention The present invention refers to herbicidal compositions comprising chromone derivatives and a method for weed control. Background of the Invention Every year billions of tons of agricultural production are lost due to weeds. Nowadays, the most important method used for managing them is chemical control. Since its appearance in the 50s it has been increasingly used, especially with the adoption of herbicide-resistant crops. This process has also been accompanied by a change in tillage techniques causing changes on weeds ecology. The use of herbicide doses lower than recommended, together with the absence of crops rotation and the repetitive use of the same active ingredients have triggered the appearance of herbicide-resistant weeds. Currently, these weed species constitute one of the most important problems associated with agriculture. Furthermore, organic farmers also have difficulties regarding weed control, since there are no highly effective products available in the market. There is an evident necessity for new molecules that serve as leads for the development of herbicides. Plant natural products provide an attractive alternative in finding effective and environmentally safe phytotoxic compounds, with high structural diversity and novel modes of action. Plants have evolved physical and chemical mechanisms of defense that allowed them to survive attacks from predators and compete against other plant species. Particularly, plant chemical defense consists of a diverse group of organic compounds forming a protective barrier, known as natural products or secondary metabolites. These compounds are not directly involved in plant growth and development and often occur in limited taxa. Research on natural products has been promoted because of the discovery of their numerous biological properties. This process has been accompanied by an increase in studies aimed at finding and identifying new molecules possessing pharmacological, agronomic or industrial interest from plants. The study of phytotoxic or herbicidal plant compounds is expanding. Recently, this phenomenon has taken relevance at an ecological level, because it may explain plant growth inhibition in plant-plant interactions and during vegetal communities' structuration. Also, this would be a mechanism used by invasive plants to replace native plant species. With regard the pesticide uses of the species Ammi visnaga (L.) Lam., alcoholic and aqueous extracts and essential oil of this plant have insecticidal properties on different insect species. 1 9 Also, previous work on the allelopathic potential of A . visnaga crude extracts reported some phytotoxicity toward legumes and maize and toward weeds associated with wheat cultivation. 10 However, t e compounds responsible for the phytotoxicity of the crude extracts were not isolated and identified. By phytotoxicity- guided fractionation of an extract of A . visnaga our group was able to isolate the furanochromones, khellin and visnagin, for which herbicidal activity had not been described before. These furanochromones have been previously isolated from A . visnaga, and different medicinal properties and biological activities have been described for them9-12 20 nevertheless, the phytotoxic or herbicidal activities of pure khellin and visnagin have not been reported before. There is an unsatisfied need for new products for weed control with novel modes of action that are safer for the environment and effective enough to be used in organic farming. This makes plant natural products exploration an attractive strategy. Such compounds may be formulated and directly used as herbicides, or used as lead structures for the development of new products by chemical modifications. Brief Description of the Invention Considering the above, the present inventors have surprisingly found after a prolonged research and evaluation of a number of plant extracts that l-benzopyran-4-one, also referred to as chromone, and a specific group of derivatives thereof have a strong herbicidal effect. Particularly, and as a way of non-limiting examples, furanochromones 4,9-dimethoxy- 7-methyl-5H-furo[3,2-g]chromen-5-one (khellin) and 4-methoxy-7-methyl-5H-furo[3,2- g]chromen-5-one (visnagin) naturally occurring in plants, were highly phytotoxic to model species lettuce (Lactuca sativa) and duckweed (Lemna paucicostata). These compounds, also inhibited the growth and germination of a diverse group of weeds that included five grasses [ryegrass (Lolium sp.), barnyardgrass (Echinocloa crus-galli), crabgrass (Digitaria sanguinalis), foxtail (Setaria italica), and millet (Panicum sp.)] and two broadleaf species [morningglory (Ipomea sp.) and velvetleaf (Abutilon theophrasti)] during laboratory bioassays. The most active was visnagin, which showed a non-selective herbicidal effect on different weeds, grasses and broadleaf species. It exhibited contact post-emergence herbicidal activity. Also, analogs including l-benzopyran-4-one and a specific group of derivatives showed phytotoxicity on lettuce (Lactuca sativa) and creeping bentgrass (Agrostis stolonifera). Therefore, it is a first aspect of the present invention an herbicidal composition comprising a compound of Formula I : where R and R2 are H or taken together with the carbon atoms to which they are attached form a furane ring; R3 and R4 each independently represent H, -OH or -0-(Ci-C4) alkyl; and R5 is H, (C1-C4) alkyl, -(C1-C2) alkylene-O-glucoside or -COOH; and an agriculturally acceptable vehicle. In an embodiment of the present invention, the composition comprises two or more compounds of Formula I and an agriculturally acceptable vehicle. In preferred embodiments of the present invention, (C1-C4) alkyl in any of R3, R4 and R5 is -CH3 or -CH 2CH3 In another preferred embodiment of the present invention (C1-C2) alkylene in R5 is CH2-. In a most preferred embodiment of the present invention, (C1-C4) alkyl in any of R3, R4 and R5 is -CH In an embodiment of the present invention, the compound of Formula I is 1-benzopyran- 4-one (chromone) of Formula II: In another embodiment of the present invention, the compound of Formula I is 4,9- dimethoxy-7-methyl-5H-furo[3,2-g]chromen-5-one (Khellin) of Formula III: In another embodiment of the present invention, the compound of Formula I is 4-methoxy- 7-methyl-5H-furo[3,2-g]chromen-5-one