The effect of spongean alkaloids aaptamine (1), isoaaptamine (2), 9-demethylaaptamine (3), aaptanone (4), N-demethylaaptanone (5), and semisynthetic 4-N-methylaaptanone (6) was studied on the growth of seedlings roots of soy {Glycine max (L.) Merr.}, maize (Zea mays L.), wheat (Triticum aestivum L.), buckwheat (Fagopyrum esculentum Moench), and barley (Hordeum vulgare L.). It was shown that a stimulatory effect depends on the chemical structure of the compounds and species of crop plants. The structural motif of aaptamines 1–3 is essential for a stimulating activity on the growth of seedling roots of soy, maize, and wheat. The oxygenated 1,6-naphthyridine core of aaptanones 5 and 6 is important for their growth stimulating activity on barley roots.
MartinsA, VieiraH, GasparH, SantosS. (2014) Marketed marine natural products in the pharmaceutical and cosmeceutical industries: Tips for success. Marine Drugs, 12, 1066–1101.
2.
YuHB, YangF, SunF, MaGY, GanJH, HuWZ, HanBN, JiaoWH, LinHW. (2014) Cytotoxic aaptamine derivatives from the South China Sea sponge Aaptos aaptos. Journal of Natural Products, 77, 2124–2129.
3.
PengJ, ShenX, El-SayedKA, DunbarCD, PerryTL, WilkinsSP, HamannMT. (2003) Marine natural products as prototype agrochemical agents. Journal of Agricultural and Food Chemistry, 51, 2246–2252.
4.
UtkinaNK, DenisenkoVA. (2016) N-Demethylaaptanone, a new congener of aaptamine alkaloids from the Vietnamese marine sponge Aaptos aaptos. Natural Product Communications, 11, 1259–1260.
5.
UtkinaNK, DenisenkoVA, PushilinMA. (2009) Aaptanone, a novel zwitterionic metabolite of the aaptamine class with an oxygenated 1,6-naphthyridine core from the Vietnamese marine sponge Aaptos aaptos. Tetrahedron Letters, 50, 2580–2582.
6.
AnisimovMM, ChaikinaEL, UtkinaNK. (2014) Alkaloids from marine sponges as stimulators of initial stages of development of agricultural plants. Natural Product Communications, 9, 459–460.
