The degradation of chlorophyll, the omnipresent green pigment, has been investigated intensively over the last 30 years resulting in many elucidated tetrapyrrolic degradation products. With a comparison to the degradation of the structurally similar heme, we hereby propose a novel additional chlorophyll degradation mechanism to mono- and dipyrrolic products. This is the first proof of the occurrence of a family of mono- and dipyrrols in leaves that are previously only known as heme degradation products. This product family is also found in spit and feces of herbivores with specific metabolomic patterns reflecting the origin of the samples. Based on chromatographic and mass spectrometric evidence as well as on mechanistic considerations we also suggest several tentative new degradation products. One of them, dihydro BOX A, was fully confirmed as a novel natural product by synthesis and comparison of its spectroscopic data.

中文翻译：

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植物和草食动物中的吡咯和二吡咯叶绿素降解产物。

在过去的30年中，人们对叶绿素（一种无所不在的绿色颜料）的降解进行了深入研究，结果发现了许多阐明的四吡咯降解产物。与结构相似的血红素的降解比较，我们在此提出了一种新颖的叶绿素降解机制，用于单-和二吡咯类产品。这是先前仅被称为血红素降解产物的叶片中一元和二元吡咯家族发生的第一个证据。该产品系列还存在于食草动物的唾液和粪便中，具有反映样品来源的特定代谢组学模式。基于色谱和质谱证据以及机械方面的考虑，我们还建议了几种尝试性的新降解产物。其中之一，二氢BOX A，